Total synthesis of (±)-welwitindolinone A isonitrile

被引:117
作者
Reisman, SE [1 ]
Ready, JM [1 ]
Hasuoka, A [1 ]
Smith, CJ [1 ]
Wood, JL [1 ]
机构
[1] Yale Univ, Dept Chem, Sterling Chem Lab, New Haven, CT 06520 USA
关键词
D O I
10.1021/ja057640s
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly stereoselective total synthesis of the alkaloid natural product welwitindolinone A isonitrile has been completed. The synthesis utilizes a chloronium ion mediated semi-pinacol rearrangement to simultaneously install the C10 quaternary center and neopentyl chlorine and a novel anionic cyclization to construct the spiro-oxindole with complete stereocontrol. Copyright © 2006 American Chemical Society.
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页码:1448 / 1449
页数:2
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