[3,3]SIGMATROPIC RING EXPANSION OF CYCLIC THIONOCARBONATES .7. ON THE FORMATION OF 8-MEMBERED THIONOCARBONATES AS THE INTERMEDIATES

被引：11

作者：

HARUSAWA, S ^{[1
]}

TOMII, S ^{[1
]}

TAKEHISA, C ^{[1
]}

OHISHI, H ^{[1
]}

YONEDA, R ^{[1
]}

KURIHARA, T ^{[1
]}

机构：

[1] OSAKA UNIV PHARMACEUT SCI, 2-10-65 KAWAI, MATSUBARA, OSAKA 580, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1992年 / 40卷 / 09期

关键词：

3,3]SIGMATROPIC RING EXPANSION; 8-MEMBERED THIONOCARBONATE; DIOL MONOTHIONOCARBONATE; LITHIUM BIS(TRIMETHYLSILY)AMIDE; META-CHLOROPERBENZOIC ACID; 8-MEMBERED CARBONATE;

D O I：

10.1248/cpb.40.2279

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

In order to clarify the reaction mechanism of [3,3]sigmatropic ring expansion of cyclic thionocarbonates, the 8-membered thionocarbonates (6 and 7) were synthesized by treatment of the corresponding diol monothionocarbonates (5 and 13) with lithium bis(trimethylsilyl)amide. However, reaction of 7 with meta-chloroperbenzoic acid afforded an 8-membered carbonate (14) in a quantitative yield.

引用

页码：2279 / 2282

页数：4

共 18 条

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