Facile synthesis of versatile functionalized amino caprolactams using RCM reactions of α-amino acrylamide

An efficient synthetic methodology allowing access to functionalized α-amino caprolactams using ring-closing metathesis (RCM), a very high tolerance of α-amino acrylamide RCM precursors toward functional groups is demonstrated. We report an efficient synthetic methodology allowing access to function...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2006-05, Vol.47 (19), p.3295-3298
Main Authors: Liu, Gang, Tai, Wan-Yi, Li, Yu-Lin, Nan, Fa-Jun
Format: Article
Language:English
Subjects:
Functionalized lactams
Natural products
Ring-closing metathesis
α-Amino acrylamide
α-Amino α,β-unsaturated caprolactams
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:An efficient synthetic methodology allowing access to functionalized α-amino caprolactams using ring-closing metathesis (RCM), a very high tolerance of α-amino acrylamide RCM precursors toward functional groups is demonstrated. We report an efficient synthetic methodology allowing access to functionalized α-amino caprolactams using ring-closing metathesis (RCM). A very high tolerance of α-amino acrylamide RCM precursors toward functional groups is demonstrated. The synthetic pathway is facile, and can be extended to prepare a variety of substituted amino caprolactams in good to excellent yields. These compounds serve as versatile building blocks for the synthesis of some important natural products and their analogues.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.03.022