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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Chiral Acetylenic Sulfoxide in Organic Synthesis: Addition of Chiral Secondary Amines

Author(s): Sujun Yan, K. T. Lam, K. T. Mo, W. Y. Wong, W. H. Chan and Albert W.M. Lee

Volume 2, Issue 1, 2005

Page: [33 - 36] Pages: 4

DOI: 10.2174/1570178053400171

Price: $65

Abstract

Chiral secondary amines of the 3,4-dimethoxyphenylethyl and the tryptamine system were reacted with chiral acetylenic sulfoxides and achiral acetylenic sulfone. In the case of 3,4-dimethoxyphenylethyl amine, much improved diastereoselectivity (96 : 4) was observed as compared to the reaction of achiral secondary amine with chiral acetylenic sulfoxides.

Keywords: chiral sulfoxide, asymmetric synthesis, alkaloid synthesis, diastereoselectivity


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