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

页码：6886 / 6889

页数：4

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