A NEW, HIGHLY EFFICIENT METHOD FOR ISOCARBACYCLIN SYNTHESIS BASED ON TANDEM CLAISEN REARRANGEMENT AND ENE REACTIONS

被引:40
作者
MANDAI, T [1 ]
MATSUMOTO, S [1 ]
KOHAMA, M [1 ]
KAWADA, M [1 ]
TSUJI, J [1 ]
SAITO, S [1 ]
MORIWAKE, T [1 ]
机构
[1] OKAYAMA UNIV,FAC ENGN,DEPT APPL CHEM,OKAYAMA 700,JAPAN
关键词
D O I
10.1021/jo00309a004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
: A new short-step synthesis of isocarbacyclin is described which features a crucial single-pot, three-step transformation, i.e., tandem tertiary allylic vinyl ether formation, Claisen rearrangement, and ene cyclization, to lead to a bicyclo[3.3.0] framework, overcoming previous endocyclic double bond and one-carbon elongation problems. © 1990, American Chemical Society. All rights reserved.
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收藏
页码:5671 / 5673
页数:3
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