Tetrahedron

Palladium catalyzed coupling of organostannanes with vinyl epoxides

DR Tueting, AM Echavarren, JK Stille

Index: Tueting, David R.; Echavarren, Antonio M.; Stille, J. K. Tetrahedron, 1989 , vol. 45, # 4 p. 979 - 992

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Citation Number: 90

Abstract

The coupling reaction of organotin reagents with vinyl epoxides, catalyzed by palladium, takes place at ambient temperatures, regioselectively, giving predominately the 1, 4-addition product. Both aryl-and vinylstannanes undergo coupling in high yields, while acetylenic, allylic and benzylic tin reagents either give low yields or fail to couple. Although the double bond geometry in the vinylstannane partner is maintained in the coupled product, the ...