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Wittig Olefination between Phosphine, Aldehyde, and Allylic Carbonate: A General Method for Stereoselective Synthesis of Trisubstituted 1,3-Dienes with Highly Variable Substituents

Rong Zhou, Chunzhang Wang, Haibin Song and Zhengjie He*

*The State Key Laboratory of Elemento-Organic Chemistry and Department of Chemistry, Nankai University, 94 Weijin Road, Tianjin 300071, P. R. China, Email: zhengjiehenankai.edu.cn

R. Zhou, C. Wang, H. Song, Z. He, Org. Lett., 2010, 12, 976-979.

DOI: 10.1021/ol902956y (free Supporting Information)



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Abstract

A clean and salt-free Wittig olefination between phosphines, aldehydes, and allylic carbonates represents a general method for convenient and efficient synthesis of 1,2,4-trisubstituted 1,3-dienes from readily available starting materials. This method exhibits high synthetic efficiency and high stereoselectivity.

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proposed reaction pathway



Key Words

1,3-dienes, Wittig Reaction


ID: J54-Y2010-0560