Synthesis of highly substituted N-hydroxyindoles through 1,5-addition of carbon nucleophiles to in situ generated unsaturated nitrones

被引:38
作者
Nicolaou, K. C.
Estrada, Anthony A.
Lee, Sang Hyup
Freestone, Graeme C.
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[3] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA
关键词
N-hydroxyindoles; nitrogen heterocycles; silanes; stannanes; synthetic methods;
D O I
10.1002/anie.200601808
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) As easy as 1→2→3: Generation (1→2) and subsequent capture (2→3) of the reactive α,β-unsaturated nitrone species 2 with silyl enol ethers, silanes, and stannanes leads to a facile and direct entry to a variety of highly substituted N-hydroxyindoles 3 through carbon-carbon bond formation. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5364 / 5368
页数:5
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