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

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^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Review article › peer-review

1 Citation (Scopus)

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.

Original language	English
Pages (from-to)	33-36
Number of pages	4
Journal	Letters in Organic Chemistry
Volume	2
Issue number	1
DOIs	https://doi.org/10.2174/1570178053400171
Publication status	Published - Feb 2005

Scopus Subject Areas

Biochemistry
Organic Chemistry

User-Defined Keywords

Alkaloid synthesis
Asymmetric synthesis
Chiral sulfoxide
Diastereoselectivity

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10.2174/1570178053400171

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title = "Chiral acetylenic sulfoxide in organic synthesis: Addition of chiral secondary amines",

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 = "Alkaloid synthesis, Asymmetric synthesis, Chiral sulfoxide, Diastereoselectivity",

author = "Sujun Yan and Lam, {K. T.} and Mo, {K. T.} and Wong, {W. Y.} and Chan, {W. H.} and Lee, {Albert W.M.}",

year = "2005",

month = feb,

doi = "10.2174/1570178053400171",

language = "English",

volume = "2",

pages = "33--36",

journal = "Letters in Organic Chemistry",

issn = "1570-1786",

publisher = "Bentham Science Publishers B.V.",

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TY - JOUR

T1 - Chiral acetylenic sulfoxide in organic synthesis

T2 - Addition of chiral secondary amines

AU - Yan, Sujun

AU - Lam, K. T.

AU - Mo, K. T.

AU - Wong, W. Y.

AU - Chan, W. H.

AU - Lee, Albert W.M.

PY - 2005/2

Y1 - 2005/2

N2 - 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.

AB - 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.

KW - Alkaloid synthesis

KW - Asymmetric synthesis

KW - Chiral sulfoxide

KW - Diastereoselectivity

UR - http://www.scopus.com/inward/record.url?scp=46149124133&partnerID=8YFLogxK

U2 - 10.2174/1570178053400171

DO - 10.2174/1570178053400171

M3 - Review article

AN - SCOPUS:46149124133

SN - 1570-1786

VL - 2

SP - 33

EP - 36

JO - Letters in Organic Chemistry

JF - Letters in Organic Chemistry

IS - 1

ER -

Chiral acetylenic sulfoxide in organic synthesis: Addition of chiral secondary amines

Abstract

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