Geminal bis(silane)-controlled regio- and stereoselective oxidative Heck reaction of enol ethers with terminal alkenes to give push-pull 1,3-dienes

Geminal bis(silane)-controlled regio- and stereoselective oxidative Heck reaction of enol ethers with terminal alkenes to give push-pull 1,3-dienes
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双(硅烷)控制的烯醇醚与末端烯烃的区域和立体选择性氧化 Heck 反应生成推拉 1,3-二烯

DOI:
10.1039/c5cc06448a
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发表时间:
2015-01-01
影响因子:
4.9
通讯作者:
Song, Zhenlei
Song, Zhenlei
中科院分区:
化学2区
文献类型:
--
作者:
Li, Linjie;Chu, Yang;Song, Zhenlei

文献摘要

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发展了双(硅烷)控制的烯醇醚与端烯的区域和立体选择性氧化Heck反应。该反应以α,β偶联的区域选择性进行,以良好的产率得到推拉式Z,E-1,3-二烯。该产物在樱花与缩醛的高烯丙基化反应中显示出良好的抗选择性,可用于合成α-取代-伽马酮酸酯。
A geminal bis(silane)-controlled regio- and stereoselective oxidative Heck reaction of enol ethers with terminal alkenes has been developed. The reaction proceeds with alpha,beta-coupling regioselectivity to give push-pull Z,E-1,3-dienes in good yields. The product showed valuable utility in Sakurai homoallylation with acetals to generate alpha-substituted-gamma-keto esters with good anti-selectivity.