A mild procedure for the stereospecific transformation of trans cinnamic acid derivatives to cis β-bromostyrenes

Sun Hee Kim; Han Xun Wei; Steven Willis; Guigen Li

doi:10.1080/00397919908085891

A mild procedure for the stereospecific transformation of trans cinnamic acid derivatives to cis β-bromostyrenes

Sun Hee Kim, Han Xun Wei, Steven Willis, Guigen Li

Chemistry and Biochemistry

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22 Scopus citations

Abstract

A new mild procedure has been developed for the synthesis of cis β- bromostyrene analogs with complete Z/E selectivity and good to excellent yields (58.4 - 90.9 %). The process involves carboxyl-halo-elimination of cinnamic acid dibromides by using triethylamine in N,N-dimethylformamide at room temperature. A one-pot procedure has also been described for the direct transformation of cinnamic acids to β-bromostyrenes.

Original language	English
Pages (from-to)	4179-4185
Number of pages	7
Journal	Synthetic Communications
Volume	29
Issue number	23
DOIs	https://doi.org/10.1080/00397919908085891
State	Published - 1999

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10.1080/00397919908085891

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title = "A mild procedure for the stereospecific transformation of trans cinnamic acid derivatives to cis β-bromostyrenes",

abstract = "A new mild procedure has been developed for the synthesis of cis β- bromostyrene analogs with complete Z/E selectivity and good to excellent yields (58.4 - 90.9 %). The process involves carboxyl-halo-elimination of cinnamic acid dibromides by using triethylamine in N,N-dimethylformamide at room temperature. A one-pot procedure has also been described for the direct transformation of cinnamic acids to β-bromostyrenes.",

author = "Kim, {Sun Hee} and Wei, {Han Xun} and Steven Willis and Guigen Li",

note = "Funding Information: The Robert A. Welch Foundation (Grant No. D-1361) and South P are",

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journal = "Synthetic Communications",

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T1 - A mild procedure for the stereospecific transformation of trans cinnamic acid derivatives to cis β-bromostyrenes

AU - Kim, Sun Hee

AU - Wei, Han Xun

AU - Willis, Steven

AU - Li, Guigen

N1 - Funding Information: The Robert A. Welch Foundation (Grant No. D-1361) and South P are

PY - 1999

Y1 - 1999

N2 - A new mild procedure has been developed for the synthesis of cis β- bromostyrene analogs with complete Z/E selectivity and good to excellent yields (58.4 - 90.9 %). The process involves carboxyl-halo-elimination of cinnamic acid dibromides by using triethylamine in N,N-dimethylformamide at room temperature. A one-pot procedure has also been described for the direct transformation of cinnamic acids to β-bromostyrenes.

AB - A new mild procedure has been developed for the synthesis of cis β- bromostyrene analogs with complete Z/E selectivity and good to excellent yields (58.4 - 90.9 %). The process involves carboxyl-halo-elimination of cinnamic acid dibromides by using triethylamine in N,N-dimethylformamide at room temperature. A one-pot procedure has also been described for the direct transformation of cinnamic acids to β-bromostyrenes.

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U2 - 10.1080/00397919908085891

DO - 10.1080/00397919908085891

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JO - Synthetic Communications

JF - Synthetic Communications

IS - 23

ER -

A mild procedure for the stereospecific transformation of trans cinnamic acid derivatives to cis β-bromostyrenes

Abstract

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