AN ENANTIODIVERGENT SYNTHESIS OF FUSED BICYCLO[2.2.1]HEPTANE LACTONES VIA AN ASYMMETRIC DIELS-ALDER REACTION

被引:28
作者
ARAI, Y [1 ]
MATSUI, M [1 ]
KOIZUMI, T [1 ]
机构
[1] TOYAMA MED & PHARMACEUT UNIV,FAC PHARMACEUT SCI,SUGITANI,TOYAMA 93001,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 04期
关键词
D O I
10.1039/p19900001233
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantiodivergent synthesis of the bicyclo[2.2.1]heptane lactone (2) is described, by regioselective reduction of the Diels-Alder adducts (3) and (4) with di-isobutylaluminium hydride followed by reductive elimination of the chiral auxiliary, 10-mercaptoisoborneol (9) through reaction with samarium(II) iodide.
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页码:1233 / 1234
页数:2
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