Synthesis of Enantiomerically Pure (α‐Phenylalkyl)amines with Substituents at the ortho Position Through Diastereoselective Radical Alkylation Reaction of Sulfinimines.

摘要: The alkyl radical (R1) addition reaction to ortho-X-substituted N-(benzylidene)-2-methylpropane-2-sulfinamides (X = Br, CN, CO2Me, OH and OMe) is highly diastereoselective, regardless of the electronic properties X group size R1. Easy removal sulfinyl provides title compounds in enantiomerically pure form. This two-step sequence has been successfully applied preparation primary α-(tert-butyl)-ortho-hydroxy- -ortho-methoxybenzylamines, as well 3-isopropyl-substituted isoindolin-1-one.