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

Sujun Yan; K. T. Lam; K. T. Mo; W. Y. Wong; W. H. Chan; Albert W.M. Lee

doi:10.2174/1570178053400171

ISSN: 1570-1786
E-ISSN: 1875-6255

Chiral Acetylenic Sulfoxide in Organic Synthesis: Addition of Chiral Secondary Amines
Authors: Sujun Yan¹, K. T. Lam², K. T. Mo³, W. Y. Wong⁴, W. H. Chan⁵ and Albert W.M. Lee⁶
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¹ Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong, China. ² Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong, China. ³ Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong, China. ⁴ Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong, China. ⁵ Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong, China. ⁶ Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong, China.
Source: Letters in Organic Chemistry, Volume 2, Issue 1, Feb 2005, p. 33 - 36
DOI: https://doi.org/10.2174/1570178053400171
- Available online: 01 Feb 2005

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.

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2005-02-01

2025-09-06

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Article Type: Review Article

Keyword(s): alkaloid synthesis; asymmetric synthesis; chiral sulfoxide; diastereoselectivity

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

Abstract

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