Application of donor/acceptor-carbenoids to the synthesis of natural products

被引:383
作者
Davies, Huw M. L. [1 ]
Denton, Justin R. [2 ]
机构
[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA
[2] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
C-H ACTIVATION; ASYMMETRIC 4+3 CYCLOADDITIONS; ENANTIOSELECTIVE SYNTHESIS; ORGANIC-SYNTHESIS; CYCLOPROPANATION/COPE REARRANGEMENT; CATALYZED DECOMPOSITION; THREO-METHYLPHENIDATE; STRATEGIC REACTIONS; COPE REARRANGEMENT; INSERTION;
D O I
10.1039/b901170f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The metal catalyzed reactions of diazo compounds have been broadly used in organic synthesis. The resulting metal-carbenoid intermediates are capable of undergoing a range of unconventional reactions, and due to their high energy, they are ideal for initiating cascade sequences leading to the rapid generation of structural complexity. This tutorial review will give an overview of the most versatile reactions of donor/acceptor carbenoids, an exciting class of intermediates capable of highly selective reactions. This will include cyclopropanation, [4 + 3] cycloaddition, and C-H functionalization methodologies. The application of this chemistry to the synthesis of a range of natural products will be described.
引用
收藏
页码:3061 / 3071
页数:11
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