STEREOSELECTIVE SYNTHESIS OF (E) AND (Z)-1-AZABICYCLO[3.1.0]HEX-2-YLIDENE DEHYDROAMINO ACID-DERIVATIVES

被引：39

作者：

ARMSTRONG, RW

TELLEW, JE

MORAN, EJ

机构：

[1] Department of Chemistry and Biochemistry, University of California at Los Angeles, Los Angeles

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 08期

关键词：

D O I：

10.1021/jo00034a002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bromination of dehydroamino acid derivatives with NBS or Br2/2,6-lutidine yields (E)- or (Z)-beta-bromo-dehydroamino acid derivatives selectively. Subsequent intramolecular Michael addition-elimination of an aziridine proceeds with complete retention of olefin geometry to provide the 1-azabicyclo[3.1.0]hex-2-ylidene ring system proposed for the azinomycin series of antitumor antibiotics.

引用

页码：2208 / 2211

页数：4

共 23 条

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