Isothiourea-catalyzed formal enantioselective conjugate addition of benzophenone imines to β-fluorinated α,β-unsaturated esters

被引：4
作者：
Lapetaje, Jerson E. [1 ]
Young, Claire M. [1 ]
Shu, Chang [1 ]
Smith, Andrew D. [1 ]
机构：
[1] Univ St Andrews, Sch Chem, EaStCHEM, St Andrews KY16 9ST, Fife, Scotland
来源：
CHEMICAL COMMUNICATIONS | 2022年 / 58卷 / 49期
关键词：
AZA-MICHAEL ADDITION; ASYMMETRIC-SYNTHESIS; AMINO ACIDS; O-BENZYLHYDROXYLAMINE; N-HETEROCYCLES; 4-NITROPHTHALIMIDE; EQUIVALENTS; DERIVATIVES; TURNOVER; PEPTIDE;
D O I：
10.1039/d2cc01936a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The isothiourea-catalyzed formal enantioselective conjugate addition of 2-hydroxybenzophenone imine derivatives to alpha,beta-unsaturated para-nitrophenyl esters has been developed. Investigations of the scope and limitations of this procedure showed that beta-electron withdrawing substituents within the alpha,beta-unsaturated ester component are required for good product yield, giving rise to a range of beta-imino ester and amide derivatives in moderate to good isolated yields with excellent enantioselectivity (20 examples, up to 81% yield and 97 : 3 er).
引用
收藏
页码：6886 / 6889
页数：4
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