diff --git a/compiler/rustc_borrowck/src/type_check/canonical.rs b/compiler/rustc_borrowck/src/type_check/canonical.rs
index 86cd8b918fc..b58691fbeae 100644
--- a/compiler/rustc_borrowck/src/type_check/canonical.rs
+++ b/compiler/rustc_borrowck/src/type_check/canonical.rs
@@ -7,6 +7,7 @@
 use rustc_middle::ty::{self, Ty, TyCtxt, TypeFoldable, Upcast};
 use rustc_span::def_id::DefId;
 use rustc_span::Span;
+use rustc_trait_selection::traits::query::type_op::custom::CustomTypeOp;
 use rustc_trait_selection::traits::query::type_op::{self, TypeOpOutput};
 use rustc_trait_selection::traits::ObligationCause;
 
@@ -165,6 +166,52 @@ pub(super) fn normalize_with_category<T>(
         result.unwrap_or(value)
     }
 
+    #[instrument(skip(self), level = "debug")]
+    pub(super) fn struct_tail(
+        &mut self,
+        ty: Ty<'tcx>,
+        location: impl NormalizeLocation,
+    ) -> Ty<'tcx> {
+        let tcx = self.tcx();
+        if self.infcx.next_trait_solver() {
+            let body = self.body;
+            let param_env = self.param_env;
+            self.fully_perform_op(
+                location.to_locations(),
+                ConstraintCategory::Boring,
+                CustomTypeOp::new(
+                    |ocx| {
+                        let structurally_normalize = |ty| {
+                            ocx.structurally_normalize(
+                                &ObligationCause::misc(
+                                    location.to_locations().span(body),
+                                    body.source.def_id().expect_local(),
+                                ),
+                                param_env,
+                                ty,
+                            )
+                            .unwrap_or_else(|_| bug!("struct tail should have been computable, since we computed it in HIR"))
+                        };
+
+                        let tail = tcx.struct_tail_raw(
+                            ty,
+                            structurally_normalize,
+                            || {},
+                        );
+
+                        Ok(tail)
+                    },
+                    "normalizing struct tail",
+                ),
+            )
+            .unwrap_or_else(|guar| Ty::new_error(tcx, guar))
+        } else {
+            let mut normalize = |ty| self.normalize(ty, location);
+            let tail = tcx.struct_tail_raw(ty, &mut normalize, || {});
+            normalize(tail)
+        }
+    }
+
     #[instrument(skip(self), level = "debug")]
     pub(super) fn ascribe_user_type(
         &mut self,
diff --git a/compiler/rustc_borrowck/src/type_check/mod.rs b/compiler/rustc_borrowck/src/type_check/mod.rs
index b13773ffe14..6bab0f33c19 100644
--- a/compiler/rustc_borrowck/src/type_check/mod.rs
+++ b/compiler/rustc_borrowck/src/type_check/mod.rs
@@ -2329,17 +2329,8 @@ fn check_rvalue(&mut self, body: &Body<'tcx>, rvalue: &Rvalue<'tcx>, location: L
                         let cast_ty_to = CastTy::from_ty(*ty);
                         match (cast_ty_from, cast_ty_to) {
                             (Some(CastTy::Ptr(src)), Some(CastTy::Ptr(dst))) => {
-                                let mut normalize = |t| self.normalize(t, location);
-
-                                // N.B. `struct_tail_with_normalize` only "structurally resolves"
-                                // the type. It is not fully normalized, so we have to normalize it
-                                // afterwards.
-                                let src_tail =
-                                    tcx.struct_tail_with_normalize(src.ty, &mut normalize, || ());
-                                let src_tail = normalize(src_tail);
-                                let dst_tail =
-                                    tcx.struct_tail_with_normalize(dst.ty, &mut normalize, || ());
-                                let dst_tail = normalize(dst_tail);
+                                let src_tail = self.struct_tail(src.ty, location);
+                                let dst_tail = self.struct_tail(dst.ty, location);
 
                                 // This checks (lifetime part of) vtable validity for pointer casts,
                                 // which is irrelevant when there are aren't principal traits on both sides (aka only auto traits).
diff --git a/compiler/rustc_const_eval/src/const_eval/eval_queries.rs b/compiler/rustc_const_eval/src/const_eval/eval_queries.rs
index ff27e400016..96b3ec6f187 100644
--- a/compiler/rustc_const_eval/src/const_eval/eval_queries.rs
+++ b/compiler/rustc_const_eval/src/const_eval/eval_queries.rs
@@ -226,7 +226,7 @@ pub(super) fn op_to_const<'tcx>(
                 let pointee_ty = imm.layout.ty.builtin_deref(false).unwrap(); // `false` = no raw ptrs
                 debug_assert!(
                     matches!(
-                        ecx.tcx.struct_tail_without_normalization(pointee_ty).kind(),
+                        ecx.tcx.struct_tail_for_codegen(pointee_ty, ecx.param_env).kind(),
                         ty::Str | ty::Slice(..),
                     ),
                     "`ConstValue::Slice` is for slice-tailed types only, but got {}",
diff --git a/compiler/rustc_const_eval/src/const_eval/valtrees.rs b/compiler/rustc_const_eval/src/const_eval/valtrees.rs
index 8227c045948..460c9797f36 100644
--- a/compiler/rustc_const_eval/src/const_eval/valtrees.rs
+++ b/compiler/rustc_const_eval/src/const_eval/valtrees.rs
@@ -195,7 +195,7 @@ fn reconstruct_place_meta<'tcx>(
 
     let mut last_valtree = valtree;
     // Traverse the type, and update `last_valtree` as we go.
-    let tail = tcx.struct_tail_with_normalize(
+    let tail = tcx.struct_tail_raw(
         layout.ty,
         |ty| ty,
         || {
diff --git a/compiler/rustc_hir_typeck/src/cast.rs b/compiler/rustc_hir_typeck/src/cast.rs
index de702733904..7cd97166ed1 100644
--- a/compiler/rustc_hir_typeck/src/cast.rs
+++ b/compiler/rustc_hir_typeck/src/cast.rs
@@ -97,6 +97,8 @@ fn pointer_kind(
             return Ok(Some(PointerKind::Thin));
         }
 
+        let t = self.try_structurally_resolve_type(span, t);
+
         Ok(match *t.kind() {
             ty::Slice(_) | ty::Str => Some(PointerKind::Length),
             ty::Dynamic(tty, _, ty::Dyn) => Some(PointerKind::VTable(tty)),
diff --git a/compiler/rustc_hir_typeck/src/expectation.rs b/compiler/rustc_hir_typeck/src/expectation.rs
index 91deae4174b..76ae41db5c5 100644
--- a/compiler/rustc_hir_typeck/src/expectation.rs
+++ b/compiler/rustc_hir_typeck/src/expectation.rs
@@ -70,7 +70,8 @@ pub(super) fn adjust_for_branches(&self, fcx: &FnCtxt<'a, 'tcx>) -> Expectation<
     /// See the test case `test/ui/coerce-expect-unsized.rs` and #20169
     /// for examples of where this comes up,.
     pub(super) fn rvalue_hint(fcx: &FnCtxt<'a, 'tcx>, ty: Ty<'tcx>) -> Expectation<'tcx> {
-        match fcx.tcx.struct_tail_without_normalization(ty).kind() {
+        // FIXME: This is not right, even in the old solver...
+        match fcx.tcx.struct_tail_raw(ty, |ty| ty, || {}).kind() {
             ty::Slice(_) | ty::Str | ty::Dynamic(..) => ExpectRvalueLikeUnsized(ty),
             _ => ExpectHasType(ty),
         }
diff --git a/compiler/rustc_hir_typeck/src/fn_ctxt/_impl.rs b/compiler/rustc_hir_typeck/src/fn_ctxt/_impl.rs
index 841d25b54cc..b169f75796b 100644
--- a/compiler/rustc_hir_typeck/src/fn_ctxt/_impl.rs
+++ b/compiler/rustc_hir_typeck/src/fn_ctxt/_impl.rs
@@ -404,7 +404,7 @@ pub fn require_type_has_static_alignment(
         code: traits::ObligationCauseCode<'tcx>,
     ) {
         if !ty.references_error() {
-            let tail = self.tcx.struct_tail_with_normalize(
+            let tail = self.tcx.struct_tail_raw(
                 ty,
                 |ty| {
                     if self.next_trait_solver() {
diff --git a/compiler/rustc_middle/src/ty/layout.rs b/compiler/rustc_middle/src/ty/layout.rs
index 9204405d58f..684574825e3 100644
--- a/compiler/rustc_middle/src/ty/layout.rs
+++ b/compiler/rustc_middle/src/ty/layout.rs
@@ -362,7 +362,7 @@ pub fn compute(
             ty::Ref(_, pointee, _) | ty::RawPtr(pointee, _) => {
                 let non_zero = !ty.is_unsafe_ptr();
 
-                let tail = tcx.struct_tail_with_normalize(
+                let tail = tcx.struct_tail_raw(
                     pointee,
                     |ty| match tcx.try_normalize_erasing_regions(param_env, ty) {
                         Ok(ty) => ty,
diff --git a/compiler/rustc_middle/src/ty/sty.rs b/compiler/rustc_middle/src/ty/sty.rs
index 8c97de1c59b..8781a670acb 100644
--- a/compiler/rustc_middle/src/ty/sty.rs
+++ b/compiler/rustc_middle/src/ty/sty.rs
@@ -1590,7 +1590,7 @@ pub fn ptr_metadata_ty_or_tail(
         tcx: TyCtxt<'tcx>,
         normalize: impl FnMut(Ty<'tcx>) -> Ty<'tcx>,
     ) -> Result<Ty<'tcx>, Ty<'tcx>> {
-        let tail = tcx.struct_tail_with_normalize(self, normalize, || {});
+        let tail = tcx.struct_tail_raw(self, normalize, || {});
         match tail.kind() {
             // Sized types
             ty::Infer(ty::IntVar(_) | ty::FloatVar(_))
@@ -1614,10 +1614,10 @@ pub fn ptr_metadata_ty_or_tail(
             | ty::Foreign(..)
             // `dyn*` has metadata = ().
             | ty::Dynamic(_, _, ty::DynStar)
-            // If returned by `struct_tail_with_normalize` this is a unit struct
+            // If returned by `struct_tail_raw` this is a unit struct
             // without any fields, or not a struct, and therefore is Sized.
             | ty::Adt(..)
-            // If returned by `struct_tail_with_normalize` this is the empty tuple,
+            // If returned by `struct_tail_raw` this is the empty tuple,
             // a.k.a. unit type, which is Sized
             | ty::Tuple(..) => Ok(tcx.types.unit),
 
diff --git a/compiler/rustc_middle/src/ty/util.rs b/compiler/rustc_middle/src/ty/util.rs
index 365f434a264..6be3dc423de 100644
--- a/compiler/rustc_middle/src/ty/util.rs
+++ b/compiler/rustc_middle/src/ty/util.rs
@@ -171,14 +171,6 @@ pub fn res_generics_def_id(self, res: Res) -> Option<DefId> {
         }
     }
 
-    /// Attempts to returns the deeply last field of nested structures, but
-    /// does not apply any normalization in its search. Returns the same type
-    /// if input `ty` is not a structure at all.
-    pub fn struct_tail_without_normalization(self, ty: Ty<'tcx>) -> Ty<'tcx> {
-        let tcx = self;
-        tcx.struct_tail_with_normalize(ty, |ty| ty, || {})
-    }
-
     /// Returns the deeply last field of nested structures, or the same type if
     /// not a structure at all. Corresponds to the only possible unsized field,
     /// and its type can be used to determine unsizing strategy.
@@ -188,7 +180,7 @@ pub fn struct_tail_without_normalization(self, ty: Ty<'tcx>) -> Ty<'tcx> {
     /// normalization attempt may cause compiler bugs.
     pub fn struct_tail_for_codegen(self, ty: Ty<'tcx>, param_env: ty::ParamEnv<'tcx>) -> Ty<'tcx> {
         let tcx = self;
-        tcx.struct_tail_with_normalize(ty, |ty| tcx.normalize_erasing_regions(param_env, ty), || {})
+        tcx.struct_tail_raw(ty, |ty| tcx.normalize_erasing_regions(param_env, ty), || {})
     }
 
     /// Returns the deeply last field of nested structures, or the same type if
@@ -196,12 +188,14 @@ pub fn struct_tail_for_codegen(self, ty: Ty<'tcx>, param_env: ty::ParamEnv<'tcx>
     /// and its type can be used to determine unsizing strategy.
     ///
     /// This is parameterized over the normalization strategy (i.e. how to
-    /// handle `<T as Trait>::Assoc` and `impl Trait`); pass the identity
-    /// function to indicate no normalization should take place.
+    /// handle `<T as Trait>::Assoc` and `impl Trait`). You almost certainly do
+    /// **NOT** want to pass the identity function here, unless you know what
+    /// you're doing, or you're within normalization code itself and will handle
+    /// an unnormalized tail recursively.
     ///
     /// See also `struct_tail_for_codegen`, which is suitable for use
     /// during codegen.
-    pub fn struct_tail_with_normalize(
+    pub fn struct_tail_raw(
         self,
         mut ty: Ty<'tcx>,
         mut normalize: impl FnMut(Ty<'tcx>) -> Ty<'tcx>,
@@ -281,7 +275,7 @@ pub fn struct_lockstep_tails_for_codegen(
         param_env: ty::ParamEnv<'tcx>,
     ) -> (Ty<'tcx>, Ty<'tcx>) {
         let tcx = self;
-        tcx.struct_lockstep_tails_with_normalize(source, target, |ty| {
+        tcx.struct_lockstep_tails_raw(source, target, |ty| {
             tcx.normalize_erasing_regions(param_env, ty)
         })
     }
@@ -294,7 +288,7 @@ pub fn struct_lockstep_tails_for_codegen(
     ///
     /// See also `struct_lockstep_tails_for_codegen`, which is suitable for use
     /// during codegen.
-    pub fn struct_lockstep_tails_with_normalize(
+    pub fn struct_lockstep_tails_raw(
         self,
         source: Ty<'tcx>,
         target: Ty<'tcx>,
diff --git a/compiler/rustc_trait_selection/src/traits/project.rs b/compiler/rustc_trait_selection/src/traits/project.rs
index 4b62a5c59b2..8a17d7ed641 100644
--- a/compiler/rustc_trait_selection/src/traits/project.rs
+++ b/compiler/rustc_trait_selection/src/traits/project.rs
@@ -1110,7 +1110,7 @@ fn assemble_candidates_from_impls<'cx, 'tcx>(
                         | ty::Error(_) => false,
                     }
                 } else if tcx.is_lang_item(trait_ref.def_id, LangItem::PointeeTrait) {
-                    let tail = selcx.tcx().struct_tail_with_normalize(
+                    let tail = selcx.tcx().struct_tail_raw(
                         self_ty,
                         |ty| {
                             // We throw away any obligations we get from this, since we normalize
@@ -1149,10 +1149,10 @@ fn assemble_candidates_from_impls<'cx, 'tcx>(
                         | ty::Never
                         // Extern types have unit metadata, according to RFC 2850
                         | ty::Foreign(_)
-                        // If returned by `struct_tail_without_normalization` this is a unit struct
+                        // If returned by `struct_tail` this is a unit struct
                         // without any fields, or not a struct, and therefore is Sized.
                         | ty::Adt(..)
-                        // If returned by `struct_tail_without_normalization` this is the empty tuple.
+                        // If returned by `struct_tail` this is the empty tuple.
                         | ty::Tuple(..)
                         // Integers and floats are always Sized, and so have unit type metadata.
                         | ty::Infer(ty::InferTy::IntVar(_) | ty::InferTy::FloatVar(..)) => true,
diff --git a/compiler/rustc_ty_utils/src/layout.rs b/compiler/rustc_ty_utils/src/layout.rs
index 1eb03fc3bd6..244a6afcf97 100644
--- a/compiler/rustc_ty_utils/src/layout.rs
+++ b/compiler/rustc_ty_utils/src/layout.rs
@@ -219,9 +219,13 @@ fn layout_of_uncached<'tcx>(
                             // its struct tail cannot be normalized either, so try to get a
                             // more descriptive layout error here, which will lead to less confusing
                             // diagnostics.
+                            //
+                            // We use the raw struct tail function here to get the first tail
+                            // that is an alias, which is likely the cause of the normalization
+                            // error.
                             match tcx.try_normalize_erasing_regions(
                                 param_env,
-                                tcx.struct_tail_without_normalization(pointee),
+                                tcx.struct_tail_raw(pointee, |ty| ty, || {}),
                             ) {
                                 Ok(_) => {}
                                 Err(better_err) => {
diff --git a/tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.stderr b/tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.current.stderr
similarity index 91%
rename from tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.stderr
rename to tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.current.stderr
index d1d598e603f..5a5b4bfcacf 100644
--- a/tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.stderr
+++ b/tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.current.stderr
@@ -1,5 +1,5 @@
 error: lifetime may not live long enough
-  --> $DIR/ptr-to-trait-obj-different-regions-id-trait.rs:21:17
+  --> $DIR/ptr-to-trait-obj-different-regions-id-trait.rs:24:17
    |
 LL | fn m<'a>() {
    |      -- lifetime `'a` defined here
diff --git a/tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.next.stderr b/tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.next.stderr
new file mode 100644
index 00000000000..5a5b4bfcacf
--- /dev/null
+++ b/tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.next.stderr
@@ -0,0 +1,15 @@
+error: lifetime may not live long enough
+  --> $DIR/ptr-to-trait-obj-different-regions-id-trait.rs:24:17
+   |
+LL | fn m<'a>() {
+   |      -- lifetime `'a` defined here
+LL |     let unsend: *const dyn Cat<'a> = &();
+LL |     let _send = unsend as *const S<dyn Cat<'static>>;
+   |                 ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ type annotation requires that `'a` must outlive `'static`
+   |
+   = note: requirement occurs because of the type `S<dyn Cat<'_>>`, which makes the generic argument `dyn Cat<'_>` invariant
+   = note: the struct `S<T>` is invariant over the parameter `T`
+   = help: see <https://doc.rust-lang.org/nomicon/subtyping.html> for more information about variance
+
+error: aborting due to 1 previous error
+
diff --git a/tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.rs b/tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.rs
index cdd55e24392..f968dca4fd3 100644
--- a/tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.rs
+++ b/tests/ui/cast/ptr-to-trait-obj-different-regions-id-trait.rs
@@ -1,3 +1,6 @@
+//@ revisions: current next
+//@ ignore-compare-mode-next-solver (explicit revisions)
+//@[next] compile-flags: -Znext-solver
 //@ check-fail
 //
 // Make sure we can't trick the compiler by using a projection.