Stille Coupling of Stereochemically Defined α-Sulfonamidoorganostannanes
作者： Kevin W. Kells , J. Michael Chong
DOI: 10.1021/JA044354S
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摘要: Addition of tributylstannylmetallics to (R)-tert-butanesulfonimine derivatives arylaldehydes provides α-sulfinamidostannanes with high (>98% de) diastereoselectivities. Oxidation these compounds m-CPBA gives α-sulfonamidostannanes which undergo Pd/Cu-catalyzed Stille-type couplings benzoyl chloride. Best yields are achieved using the electron-rich tris(2,4,6-trimethoxyphenyl)phosphine as ligand. Inversion configuration at benzylic carbon is observed.
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