ENANTIOSELECTIVE SYNTHESIS OF (+)-(1R,2S)-ALLOCORONAMIC ACID

被引：35

作者：

ALCARAZ, C ^{[1
]}

HERRERO, A ^{[1
]}

MARCO, JL ^{[1
]}

FERNANDEZALVAREZ, E ^{[1
]}

BERNABE, M ^{[1
]}

机构：

[1] CSIC,INST QUIM ORGAN,JUAN CIERVA 3,E-28006 MADRID,SPAIN

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 38期

关键词：

D O I：

10.1016/S0040-4039(00)61159-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The asymmetric synthesis of (+)-(1R,2S)-allocoronamic acid is reported. Diazomethane addition to (Z)-N-(tert-butoxycarbonyl)ethyldehydroalanyl-L-prolin-anhydride, easily prepared from (Z)-2-phenyl-4-propylidene-5(4H)-oxazolone and L-proline, gave in high diastereomeric excess the corresponding spiropyrazoline, which was transformed, on photolysis and acid hydrolysis of the resulting spirocyclopropane, into (+)-(1R,2S)-1-amino-2-ethyl-cyclopropanecarboxylic acid.

引用

页码：5605 / 5608

页数：4

共 24 条

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