ASYMMETRIC TOTAL SYNTHESIS OF (+)-DELTA-9(12)-CAPNELLENE

被引:46
作者
MEYERS, AI
BIENZ, S
机构
[1] Department of Chemistry, Colorado State University, Fort Collins
关键词
D O I
10.1021/jo00290a005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first asymmetric total synthesis of the unnatural enantiomer of (-)-Δ9(I2)-capnellene has been achieved in 14.1% overall yield. The synthesis is based on the chiral nonracemic bicyclic lactam 15 derived from inexpensive (S)-valinol and levulinic acid. The goal of the synthesis, which was accomplished, was to reach the intermediate 13, originally reported in racemic form, and carry out the last step to the title compound. © 1990, American Chemical Society. All rights reserved.
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页码:791 / 798
页数:8
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