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
Letters in Organic Chemistry
Title: Chiral Acetylenic Sulfoxide in Organic Synthesis: Addition of Chiral Secondary Amines
Volume: 2 Issue: 1
Author(s): Sujun Yan, K. T. Lam, K. T. Mo, W. Y. Wong, W. H. Chan and Albert W.M. Lee
Affiliation:
Keywords: chiral sulfoxide, asymmetric synthesis, alkaloid synthesis, diastereoselectivity
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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Cite this article as:
Yan Sujun, Lam T. K., Mo T. K., Wong Y. W., Chan H. W. and Lee W.M. Albert, Chiral Acetylenic Sulfoxide in Organic Synthesis: Addition of Chiral Secondary Amines, Letters in Organic Chemistry 2005; 2 (1) . https://dx.doi.org/10.2174/1570178053400171
DOI https://dx.doi.org/10.2174/1570178053400171 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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