ONE-POT OXAPROPELLANE SKELETON FORMATION BASED ON CONJUGATE ADDITION

被引:6
作者
FANG, CL [1 ]
SUGANUMA, K [1 ]
SUEMUNE, H [1 ]
SAKAI, K [1 ]
机构
[1] KYUSHU UNIV,FAC PHARMACEUT SCI,FUKUOKA 812,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 06期
关键词
D O I
10.1039/p19910001549
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of five- and/or six-membered-ring ketones 1-5 possessing an omega-halogenoalkyl group and alpha',beta'-unsaturated ester function at the alpha-position with diorganocuprates afforded the oxapropellane compounds 20-24 in a one-pot, three-step procedure via 1,4-addition followed by intramolecular aldol condensation and O-alkylation. Similar reaction of alpha,alpha'-disubstituted cyclopentanone 6 afforded bicyclic products 28 and 29.
引用
收藏
页码:1549 / 1554
页数:6
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