CYCLIZATION OF CHIRAL CARBON-CENTERED AZIRIDINYL RADICALS - A NEW ROUTE TO AZIRINO[2',3'/3,4]PYRROLO[1,2-A] INDOLES

被引:54
作者
ZIEGLER, FE
BELEMA, M
机构
[1] Sterling Chemistry Laboratory, Yale University, Connecticut 06520-8107, New Haven
关键词
D O I
10.1021/jo00105a009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A carbon-centered aziridinyl radical has been generated from the ester of chiral aziridine carboxylic acid 5b. The resultant radical has been cyclized directly and has been brominated with CBrCl3. The bromo aziridines have also been cyclized reductively in the presence of n-Bu(3)SnH. Dihydroindole 8b bears the same relative and absolute stereochemistry as the mitomycin C nucleus.
引用
收藏
页码:7962 / 7967
页数:6
相关论文
共 23 条