TOTAL SYNTHESIS OF 6A-CARBAPROSTAGLANDIN-I2 AND RELATED ISOMERS

被引:75
作者
MORTON, DR
BROKAW, FC
机构
[1] Experimental Chemistry Research, Upjohn Company, Kalamazoo
关键词
D O I
10.1021/jo01330a012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of 6a-carbaprostaglandin I2 (4), an isosteric analogue of naturally occurring prostacyclin (PGI2, 1), is described. The synthetic sequence begins with the optically active, tricyclic ketone 5 and proceeds by way of the ring-expanded ketones 8 and 14. The sequence also affords the three isomeric carbocyclic analogues 36, 45, and 46, each of which exhibits lower biological activity than 4 in several test systems. © 1979, American Chemical Society. All rights reserved.
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页码:2880 / 2887
页数:8
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