Synthesis of α-alkylated (Z)-γ-fluoro-β,γ-enoates through organocopper mediated reaction of γ,γ-difluoro-α,β-enoates:: A different reactivity of R3Al-Cu(I) and Me2CuLi

被引：28
作者：
Okada, M
Nakamura, Y
Saito, A
Sato, A
Horikawa, H
Taguchi, T
机构：
[1] Tokyo Univ Pharm & Life Sci, Tokyo 1920392, Japan
[2] Tokyo Womens Med Univ, Shinjuku Ku, Tokyo 1628666, Japan
来源：
CHEMISTRY LETTERS | 2002年 / 01期
关键词：
D O I：
10.1246/cl.2002.28
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Reaction of gamma,gamma-difluoro-alpha,beta-enoates having a delta-hydroxyl group with trialkylaluminum (R3Al) in the presence of CuI.2LiCl proceeded in S(N)2'-type manner to give a-alkylated (Z)-gamma-fluoro-beta,gamma-enoates, while reductive defluorination of gamma,gamma-difluoro-alpha,beta-enoates with Me2CuLi followed by reaction with alkyl halides provided the corresponding (Z)-alpha-alkylated products.
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页码：28 / 29
页数：2
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