ORGANIC-SYNTHESIS UTILIZING BECKMANN FRAGMENTATION - ASYMMETRIC CARBON-CARBON BOND FORMATION VIA CHIRAL ACETAL INTERMEDIATES

被引：8

作者：

FUJIOKA, H

KITAGAWA, H

YAMANAKA, T

KITA, Y

机构：

[1] Faculty of Pharmaceutical Sciences, Osaka University, Osaka 565, 1-6 Yamada-oka, Suita

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1992年 / 40卷 / 11期

关键词：

ASYMMETRIC SYNTHESIS; BECKMANN FRAGMENTATION; CHIRAL ACETAL; W-CYANOALCOHOL; ONE-POT OPERATION;

D O I：

10.1248/cpb.40.3118

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Treatment of racemic alpha-methoxycycloalkanone oxime acetates 1 with (2R,4R)-2,4-bistrimethylsilyloxypentane in the presence of a catalytic amount of trimethylsilyl triflate (TMSOTf) afforded the chiral acetal intermediates 3, which were reacted with silicon-containing nucleophiles to give the chiral omega-cyano compounds 4, in a one-pot operation.

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页码：3118 / 3120

页数：3

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