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Negishi coupling between alpha-alkyl(aryl)thio vinyl zinc chloride and alpha-bromo vinyl ether: a convergent synthesis of 2-alkoxy-3-alkyl(aryl)thiobuta-1,3-dienes
Journal article   Peer reviewed

Negishi coupling between alpha-alkyl(aryl)thio vinyl zinc chloride and alpha-bromo vinyl ether: a convergent synthesis of 2-alkoxy-3-alkyl(aryl)thiobuta-1,3-dienes

Mei Su, Ying Kang, Wensheng Yu, Zhengmao Hua and Zhendong Jin
Organic letters, Vol.4(5), pp.691-694
03/07/2002
DOI: 10.1021/ol010252k
PMID: 11869103

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Abstract

[reaction: see text] A convergent approach for the stereoselective synthesis of 2-alkoxy-3-alkyl(aryl)thiobuta-1,3-dienes has been developed. It was found that Negishi coupling between alpha-alkyl(aryl)thio vinyl zinc chloride and alpha-bromo vinyl ether or Negishi coupling between alpha-bromo vinyl sulfide and alpha-alkoxy vinyl zinc chloride provided the best yield and stereoselectivity.

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