Asymmetric Synthesis of Allenyl α-Amino Amides by an Isothiourea Catalyzed Enantioselective [2,3]-Sigmatropic Rearrangement

被引:16
作者
Zhang, Ling [1 ]
Zhang, Zi-Jing [1 ]
Xiao, Jing-Yu [1 ]
Song, Jin [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
基金
中国博士后科学基金;
关键词
ALLYLIC AMMONIUM YLIDES; ACYL TRANSFER CATALYST; KINETIC RESOLUTION; SIGMATROPIC REARRANGEMENTS; CLAISEN REARRANGEMENT; ACYLAMMONIUM SALTS; PROPARGYL SULFIDES; ORGANIC-SYNTHESIS; ORGANOCATALYSIS; DERIVATIVES;
D O I
10.1021/acs.orglett.8b02521
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Highly efficient catalytic asymmetric [2,3]-sigmatropic rearrangements of propargyl ammonium salts have been accomplished under mild reaction conditions. In the presence of the chiral isothiourea catalyst, a wide range of allenyl a-amino amide derivatives were obtained in generally good yields (up to 99%) with excellent enantioselectivities (up to 96% ee).
引用
收藏
页码:5519 / 5522
页数:4
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