Affordable Access

deepdyve-link deepdyve-link
Publisher Website

Dynamic kinetic asymmetric allylation of hydrazines and hydroxylamines.

Authors
  • Mangion, Ian
  • Strotman, Neil
  • Drahl, Michael
  • Imbriglio, Jason
  • Guidry, Erin
Type
Published Article
Journal
Organic Letters
Publisher
American Chemical Society
Publication Date
Aug 06, 2009
Volume
11
Issue
15
Pages
3258–3260
Identifiers
DOI: 10.1021/ol901185d
PMID: 19588911
Source
Medline
License
Unknown

Abstract

Hydrazines and hydroxylamines have been found to be excellent nucleophiles for the palladium-catalyzed dynamic asymmetric allylic amination of vinyl epoxide, with good yields and enantioselectivities of up to 97% ee. This method is applicable to acyclic and heterocyclic amines and was applied toward a five-step synthesis of (R)-piperazic acid.

Report this publication

Statistics

Seen <100 times