噁唑硼烷催化酮砜不对称还原的半经验方法研究  

Semi-Empirical Calculations of Asymmetric Reduction of Ketosulfone with Borane Catalyzed by Qxazaborolidine

作　　者：吴小平[1] 李明[2] 

机构地区：[1]成都理工大学信息工程学院,成都610059 [2]西南大学化学化工学院,重庆400715

出　　处：《西南师范大学学报（自然科学版）》2006年第6期95-99,共5页Journal of Southwest China Normal University(Natural Science Edition)

摘　　要：对噁唑硼烷催化前手性酮砜不对称还原反应进行了半经验MNDO研究.结果表明,该不对称还原反应是放热的,反应的手性控制步骤是氢从BH3向酮羰基碳的转移,氢转移反应通过一个六元环过渡态完成,是不可逆的.The asymmetric reduction of ketosulfone with borane catalyzed by oxazaborolidine is computed by means of the semi-empirical MNDO method.As shown,this asymmetric reduction is exothermic.The chirality-controlled step for this reduction is the hydride transfer from the BH_3 moiety to the carbonyl carbon of ketosulfone.The hydride transfer is irreversible and is realized via a transition state with a six-membered ring.

关 键 词：酮砜 噁唑硼烷 不对称还原 

分 类 号：O621.25[理学—有机化学]