DIMERIZATION OF A 3-SUBSTITUTED OXINDOLE AT C-3 AND ITS APPLICATION TO THE SYNTHESIS OF (+/-)-FOLICANTHINE

被引：102

作者：

FANG, CL ^{[1
]}

HORNE, S ^{[1
]}

TAYLOR, N ^{[1
]}

RODRIGO, R ^{[1
]}

机构：

[1] UNIV WATERLOO,GUELPH WATERLOO CTR GRAD WORK CHEM,WATERLOO N2L 3G1,ON,CANADA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1994年 / 116卷 / 21期

关键词：

D O I：

10.1021/ja00100a010

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The dimerization of an oxindole in good yield at C-3 to form a benzylic quaternary carbon-carbon bond is described. A radical anion chain mechanism is proposed for the reaction. The dimeric product is transformed into (+/-)-folicanthine by a series of reductions. A crystalline bis-borane complex of (+/-)-folicanthine was obtained, and its molecular structure was determined by X-ray crystallography.

引用

页码：9480 / 9486

页数：7

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