Benzylsulfanyloxazolines in Palladium-Catalyzed Cross-Coupling Reactions: A Novel Approach to Chiral Oxazolines

Abstract

Various 2-benzylsulfanyl-1,3-oxazolines were synthesized and engaged in a copper-promoted palladium-catalyzed cross-coupling reaction with a range of organoboryl and organostannyl reagents to produce 2-aryl- or 2-hetaryl-substituted oxazolines. Protected and unprotected carbohydrate backbones were shown to be compatible with the reaction conditions. This approach opens a new versatile access to chiral oxazoline structures.

palladium - carbohydrates - cross-coupling - copper - sulfur

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