ENANTIOSELECTIVE SYNTHESES OF CYCLOPENTANOID COMPOUNDS FROM ISOPRENE AND TRANS-1,3-PENTADIENE

被引:46
作者
BALDENIUS, KU
DIECK, HT
KONIG, WA
ICHELN, D
RUNGE, T
机构
[1] UNIV HAMBURG,INST ANORGAN & ANGEW CHEM,MARTIN LUTHER KING PL 6,W-2000 HAMBURG 13,GERMANY
[2] UNIV HAMBURG,INST ORGAN CHEM,W-2000 HAMBURG 13,GERMANY
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1992年 / 31卷 / 03期
关键词
D O I
10.1002/anie.199203051
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In only two steps, optically active 2 can be prepared from the basic chemicals isoprene, trans-1,3-pentadiene, and acetic anhydride. A chiral diazadiene-iron complex catalyzes the codimerization of isoprene and trans-1,3-pentadiene to 1 with regio- and enantioselectivity (89% yield, 61% ee). In turn, 1 rearranges diastereoselectively to 2 and other bicyclo[3.3.0]octane derivatives under acid catalysis.
引用
收藏
页码:305 / 307
页数:3
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