Stereoselective synthesis of α-alkylidene- and substituted alkylidene-γ-lactones

被引:20
作者
Castulík, J [1 ]
Mazal, C [1 ]
机构
[1] Masaryk Univ, Fac Sci, Dept Organ Chem, CS-61137 Brno, Czech Republic
关键词
methylene lactones; coupling reactions; palladium; zinc compounds;
D O I
10.1016/S0040-4039(00)00252-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cross-coupling reactions of (E)- and (Z)-tosylates of alpha-hydroxymethylene-gamma-butyrolactone with aryl, heteroaryl, alkyl, and alkynylzinc chlorides under Pd(PPh3)(4) catalysis were found to be a suitable synthetic method for stereoselective preparation of alpha-alkylidene- and substituted alkylidene-gamma-lactones. The reactions, conducted under mild conditions, proceed with high stereoselectivity and moderate yields. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2741 / 2744
页数:4
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