Stereoselective synthesis of 2,3-dideoxy-β-O-glycosides has been reported herein. C3-(o-cyanobenzoate) ester protected glucal substrates have been efficiently glycosylated under Pd(0) catalyzed Ferrier rearrangement. The reaction was compatible with a large range of alcohol nucleophiles which afforded the rearranged products in high to excellent β-selectivities. Further, the successful recycling and reusing of the
本文报道了2,3-二脱氧-β- O-糖苷的立体选择性合成。C3-( o-
氰基
苯甲酸酯) 酯保护的
葡萄糖底物在Pd(0) 催化的Ferrier 重排下被有效地糖基化。该反应与大范围的醇亲核试剂相容,从而使重排产物具有高至优异的 β-选择性。此外,导向基团的成功回收和再利用使该方法有利于可持续
化学。