Highly Enantioselective Catalytic Kinetic Resolution of α-Branched Aldehydes through Formal Cycloaddition with Homophthalic Anhydrides

被引：11

作者：

Farid, Umar ^{[1
]}

Aiello, Maria Luisa ^{[1
]}

Connon, Stephen J. ^{[1
]}

机构：

[1] Univ Dublin, Trinity Coll, Sch Chem, Trinity Biomed Sci Inst, Dublin 2, Ireland

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2019年 / 25卷 / 43期

基金：

爱尔兰科学基金会;

关键词：

cycloaddition reaction; dynamic kinetic resolution; enolizable anhydrides; lactones; organocatalysis; HORNER-WADSWORTH-EMMONS; RACEMIC ALDEHYDES; ASYMMETRIC REACTION; DERIVATIVES; 4-ALKYNALS; PSYMBERIN; OXIDATION; PEDERIN; ENANTIO; IMINES;

D O I：

10.1002/chem.201902422

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new catalytic methodology was developed to promote an efficient one-pot kinetic resolution of racemic aldehydes with selectivity (s*) of up to 91 (99:1 d.r., >99 % ee) in a cycloaddition reaction with enolizable anhydrides to afford dihydroisocoumarin products (a core prevalent in natural products and molecules of medicinal interest) containing three contiguous stereocentres.

引用

页码：10074 / 10079

页数：6

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