Highly efficient synthesis of ( R)- and ( S)-piperazic acids using proline-catalyzed asymmetric α-hydrazination

[Display omitted] The highly efficient synthesis of ( R)- and ( S)-piperazic acids, components of naturally occurring antibiotic cyclodepsipeptides, was achieved in 80% overall yield by the use of a proline-catalyzed asymmetric α-hydrazination as the key step.

Saved in:
Bibliographic Details
Published inTetrahedron: asymmetry Vol. 15; no. 21; pp. 3477 - 3481
Main Authors Henmi, Yoshiaki, Makino, Kazuishi, Yoshitomi, Yayoi, Hara, Osamu, Hamada, Yasumasa
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 01.11.2004
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Chemistry, Physical
Physical Sciences
Science & Technology
ENANTIOSELECTIVE SYNTHESIS
POLYOXYPEPTINS
KINETIC RESOLUTION
AMINO-ACIDS
3-COMPONENT MANNICH REACTION
ALDOL REACTIONS
STREPTOMYCES SP A92-308110
ALDEHYDES
(2S,3R)-3-HYDROXY-3-METHYLPROLINE
(3S)-PIPERAZIC ACIDS
Online AccessGet full text

Cover

More Information
Summary:[Display omitted] The highly efficient synthesis of ( R)- and ( S)-piperazic acids, components of naturally occurring antibiotic cyclodepsipeptides, was achieved in 80% overall yield by the use of a proline-catalyzed asymmetric α-hydrazination as the key step.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2004.09.025