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.
[Wood, Mark E.; Bissiriou, Sabine; Lowe, Christopher; Norrish, Andrew M.; Senechal, Katell; Windeatt, Kim M.; Coles, Simon J.; Hursthouse, Michael B. Organic and Biomolecular Chemistry, 2010 , vol. 8, # 20 p. 4653 - 4665]