Organocatalytic Asymmetric Domino [3+2]-Cycloaddition-Acyl Transfer Reaction between Azomethine Ylides and a-Nitro-a,β-Unsaturated Ketones

被引:1
|
作者
Sahoo, Subas Chandra [1 ]
Parida, Chandrakanta [1 ]
Pan, Subhas Chandra [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, North Guwahati 781039, Assam, India
关键词
Organocatalytic; Asymmetric; Acyl transfer reagent; Pyrrolidine; Squaramide;
D O I
10.1002/asia.202300563
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein we have developed an organocatalytic asymmetric domino [3+ 2]-cycloaddition-acyl transfer reaction between in situ generated azomethine ylides and alpha-nitro-alpha, beta-unsaturated ketones. The desired penta-substituted pyrrolidine products were obtained in high yields and in moderate to good enantio- and diastereoselectivities. Also, an isomerization reaction in silica gel was performed for the formation of another diastereomer in high yields with retention of enantioselectivities.
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页数:6
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