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.
[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.
Su
Mei
M
Division of Medicinal and Natural Products Chemistry, College of Pharmacy, The University of Iowa, Iowa City, Iowa 52242, USA.
Kang
Ying
Y
Yu
Wensheng
W
Hua
Zhengmao
Z
Jin
Zhendong
Z