Ylide-mediated bis-cyclopropane formation: A reversal in substrate-mediated facial selectivity

被引:15
作者
Cebula, REJ [1 ]
Hanna, MR [1 ]
Theberge, CR [1 ]
Verbicky, CA [1 ]
Zercher, CK [1 ]
机构
[1] UNIV NEW HAMPSHIRE,DEPT CHEM,DURHAM,NH 03824
关键词
D O I
10.1016/0040-4039(96)01907-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The substrate-based stereocontrol observed in the sulfur ylide mediated cyclopropanation of cis-beta-cyclopropyl-alpha,beta-unsaturated esters is complementary to that observed with zinc-carbenoids. The selectivity for preparation of the cis-syn-trans-bis-cyclopropane, although modest, is superior to previous substrate and reagent-mediated processes. Copyright (C) 1996 Elsevier Science Ltd
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页码:8341 / 8344
页数:4
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