Stille reactions of 2,3-bis(stannyl)butenoates: An unexpected regioselectivity

被引:2
作者
Carter, Neil B. [1 ]
Mabon, Ross [1 ]
Sweeney, J. B. [1 ]
机构
[1] Univ Reading, Sch Chem, Reading RG6 6AD, Berks, England
关键词
furanone; Stille coupling; regioselective; bisstannane;
D O I
10.1055/s-2006-944207
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed cross-coupling reaction of methyl (Z)-2,3-bis(tributylstannyl)butenoate with aryl iodides is regioselective, leading to 2-aryl-3-stannylated products; this selectivity is the opposite to that observed in the reaction between halides and 3,4-bis(stannyl)furan-2(5H)-one. Since the resulting butenoates can be converted into the corresponding furanones, the method provides useful flexibility in the preparation of functionalized butenoates and furanones.
引用
收藏
页码:1577 / 1579
页数:3
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