Recent Developments in the Chemistry of Lithiated Epoxides
Recent Developments in the Chemistry of Lithiated Epoxides
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锂化环氧化物化学的最新进展
DOI：
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发表时间：
2002
期刊：
影响因子：
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通讯作者：
E. Gras
中科院分区：
文献类型：
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作者：
D. Hodgson;E. Gras
虽然锂碱诱导环氧化物β消除为烯丙醇是一个众所周知的反应，但α锂化反应也被多次描述。所得到的锂化环氧化物，1951年首次被Cope假设为中间体，已在广泛的反应中被调用，其类卡宾性质允许非常不同的反应活性。本文综述了近年来(∼1996年至2002年年中)这类主族金属卡宾的丰富化学研究进展，特别是它们通过对映选择性α去质子化生成的研究进展。
Although the lithium base-induced β-elimination of epoxides to allylic alcohols is a well-known reaction, α-lithiation has also been described many times. The resulting lithiated epoxides, first postulated as intermediates by Cope in 1951, have been invoked in a wide range of reactions, with their carbenoid properties allowing for very different reactivities. This review covers the recent advances (∼1996 - mid 2002) in the rich chemistry of these main-group metal carbenoids, especially their generation by enantioselective α-deprotonation.