Molybdenum-Catalyzed Regio- and Enantioselective Amination of Allylic Carbonates: Total Synthesis of (S)-Clopidogrel

被引:11
作者
Khan, Shahid [1 ,2 ]
Zhang, Junjie [1 ,2 ]
Khan, Ajmal [1 ,2 ]
机构
[1] Xi An Jiao Tong Univ, Sch Chem, Dept Chem, Xian 710049, Shaanxi, Peoples R China
[2] Xi An Jiao Tong Univ, Xian Key Lab Sustainable Energy Mat Chem, Xian 710049, Shaanxi, Peoples R China
关键词
BOND FORMATION; COMPLEXES; SUBSTITUTION; ALKYLATION;
D O I
10.1021/acs.orglett.3c01641
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first molybdenum-catalyzed highlyregio- and enantioselectiveallylic amination of both aryl- and alkyl-substituted branched allyliccarbonates has been developed. A wide variety of amines, includingdrugs and complex bioactive molecules, underwent successful aminationwith excellent reaction outcomes (up to 96% yield, >99% ee, and>20:1b/l). The reaction could be scaled up and has been applied to thetotal synthesis of chiral drug molecule (S)-clopidogrel(Plavix).
引用
收藏
页码:2758 / 2762
页数:5
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