OLIVANIC ACID ANALOGS .11. OZONOLYSIS OF ALPHA-ETHYLIDENEAZETIDINONES - OZONIDE FRAGMENTATION TO ALPHA-AMINO ACID-N-CARBOXYANHYDRIDES

被引：14

作者：

BATESON, JH

FELL, SCM

KAURA, AC

SOUTHGATE, R

机构：

[1] SmithKline Beecham Pharmaceuticals, Research Division, Betchworth, Surrey, RH3 7AJ, Brockham Park

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 13期

关键词：

D O I：

10.1039/p19920001577

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ozonolysis of (E)-7-ethylidene[3-oxa-1 -azabicyclo[4.2.0]octane-2-spirocyclohexan]-8-one failed to provide the alpha-oxoazetidinone 2, but afforded an alpha-amino acid-N-carboxyanhydride [3,8-dioxa-1-azabicyclo[4.3.0]nonane-2-spirocyclohexane]-7,9-dione 5. [3-Oxa-1-azabicyclo[4.2.0] octane-2-spirocyclohexane]-7,8-dione 2 was instead obtained from the trans-ketone 9 by a sequence involving Baeyer-Villiger oxidation of the azido ketone 10.

引用

页码：1577 / 1581

页数：5

共 29 条

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