Mechanism:

  • Kinetic studies establish the rate limiting step as ...
  • the eneamine presenting its re or si π-face
  • to the re or si carbonyl π-face
  • to form a new C-C bond

Choreography:

  • C-C bond formation vs
  • Proton transfer?

Catalytic Cycle:

  • The proline is regenerated (fast)
  • and can be recovered unchanged at the end.