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Dynamic kinetic asymmetric allylation of hydrazines and hydroxylamines.

Authors
Type
Published Article
Journal
Organic Letters
1523-7052
Publisher
American Chemical Society
Publication Date
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.

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