Catalytic asymmetric conjugate addition of simple alkyl thiols to alpha,beta-unsaturated N-acylated oxazolidin-2-ones with bifunctional catalysts.

摘要: In this communication, we describe an unprecedented highly enantioselective catalytic conjugate addition of simple alkyl thiols to α,β-unsaturated N-acylated oxazolidin-2-ones catalyzed by acid−base bifunctional catalysis. This reaction provides a useful method for the synthesis optically active chiral sulfur compounds that are otherwise difficult prepare asymmetric The successful development resulted from discovery that, upon proper modification, cinchona alkaloid bearing thiourea functionality at 6′ position can afford efficient catalysis additions.