Rhodium-catalyzed asymmetric arylation of α, β-unsaturated imines with arylstannanes. Catalytic asymmetric synthesis of allylic amines

T Hayashi, M Ishigedani

Index: Hayashi, Tamio; Ishigedani, Mitsuo Tetrahedron, 2001 , vol. 57, # 13 p. 2589 - 2595

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Citation Number: 61

Abstract

Catalytic asymmetric arylation of N-alkylidenesulfonamides 1a–d, which are prepared from α, β-unsaturated aldehydes and 4-nitrobenzenesulfonamide, with aryltrimethylstannanes 2m– p proceeded in the presence of 3mol% of a rhodium catalyst coordinated with (R)-MOP ligand in dioxane at 110° C to give sulfonamide of allylic amines (R)-3 with high enantioselectivity (up to 96% ee) in high yields. Some of the allylic amines were converted ...