Stereoselective Synthesis of (S,E)-2-(trimethylsilyl)ethyl 3-hydroxy-7- (tritylthio)hept-4-enoate

Zhiyi      Yao; Xin      Zeng; Wei      Yi; Sheng      Jiang

doi:10.2174/157017811794557868

Abstract

(S,E)-2-(trimethylsilyl)ethyl 3-hydroxy-7-(tritylthio)hept-4-enoate was synthesized from commercially available L-malic acid by the Julia-Kocienski olefination coupling method. This method provides a concise synthetic strategy for (S,E) -3-hydroxy-7-mercaptohept-4-enoic acid.

Keywords: (S,E)-3-hydroxy-7-mercaptohept-4-enoic acid, Julia-Kocienski olefination coupling, L-malic acid

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Letters in Organic Chemistry

Title: Stereoselective Synthesis of (S,E)-2-(trimethylsilyl)ethyl 3-hydroxy-7- (tritylthio)hept-4-enoate

Volume: 8 Issue: 1

Author(s): Zhiyi Yao, Xin Zeng, Wei Yi and Sheng Jiang

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Keywords: (S,E)-3-hydroxy-7-mercaptohept-4-enoic acid, Julia-Kocienski olefination coupling, L-malic acid

Abstract: (S,E)-2-(trimethylsilyl)ethyl 3-hydroxy-7-(tritylthio)hept-4-enoate was synthesized from commercially available L-malic acid by the Julia-Kocienski olefination coupling method. This method provides a concise synthetic strategy for (S,E) -3-hydroxy-7-mercaptohept-4-enoic acid.

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Yao Zhiyi, Zeng Xin, Yi Wei and Jiang Sheng, Stereoselective Synthesis of (S,E)-2-(trimethylsilyl)ethyl 3-hydroxy-7- (tritylthio)hept-4-enoate, Letters in Organic Chemistry 2011; 8 (1) . https://dx.doi.org/10.2174/157017811794557868