New annulation reactions of cyclobutenones

被引:9
作者
Dillon, JL
Gao, Q
Dillon, EA
Adams, N
机构
[1] BRISTOL MYERS SQUIBB CO,PHARMACEUT RES INST,ANALYT RES & DEV DEPT,WALLINGFORD,CT 06492
[2] LE MOYNE COLL,DEPT CHEM,SYRACUSE,NY 13214
关键词
D O I
10.1016/S0040-4039(97)00331-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dichlorocyclobutenones la and Ic were exploited in the synthesis of unsaturated lactones 9 and 10 via intramolecular entrapment of a vinylketene with an alcohol. In contrast, thermolysis of dichlorocyclobutenones Ib or Id in methanol led to unsaturated ketone 14 through deprotection, intramolecular Michael addition of the alcohol to the cyclobutenone and torquoselective ring opening. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:2231 / 2234
页数:4
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