Allyl sulfones as precursors to allylzincs in the palladium-catalyzed zinc-ene cyclization: Highly efficient synthesis of enantiopure (-)-erythrodiene

被引:37
|
作者
Deng, K [1 ]
Chalker, J [1 ]
Yang, A [1 ]
Cohen, T [1 ]
机构
[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
关键词
D O I
10.1021/ol051049i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Easily prepared allyl phenyl sulfones, capable of introduction of the alkene by electrophilic alpha-substitution, are superior to allyl acetates as substrates for Pd-catalyzed Zn-ene cyclizations, providing C5 or C4N rings with cis-1,2-vinyl and -CH2Zn substituents. Several examples, with different methods of substrate preparation, are presented.
引用
收藏
页码:3637 / 3640
页数:4
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