Title

Tandem Chain Extension-Mannich Reaction: An Approach to β-Proline Derivatives

Abstract

A zinc carbenoid-initiated chain extension reaction provides access to an organometallic intermediate, which can be used to capture activated imines. Deprotection of the nitrogen and reduction provides access to racemic derivatives of β-proline. The relative stereochemistry of the β-proline can be controlled through use of different activating groups on the imine nitrogen.

Publication Date

9-23-2012

Journal Title

Tetrahedron

Publisher

Elsevier

Digital Object Identifier (DOI)

10.1016/j.tet.2012.07.039

Document Type

Article

Rights

Copyright © 2012, Elsevier