Novel amide-functionalized chloramphenicol base bifunctional organocatalysts for enantioselective alcoholysis of meso-cyclic anhydrides

被引：4

作者：

Xu, Lingjun ^{[1
]}

Han, Shuwen ^{[1
]}

Yan, Linjie ^{[1
]}

Wang, Haifeng ^{[1
]}

Peng, Haihui ^{[1
]}

Chen, Fener ^{[1
]}

机构：

[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 14卷

关键词：

alcoholysis desymmetrization; bifunctional organocatalysis; chloramphenicol base; DYNAMIC KINETIC RESOLUTION; STEREOSELECTIVE-SYNTHESIS; METHANOLYTIC DESYMMETRIZATION; ASYMMETRIC-SYNTHESIS; CONJUGATE ADDITION; CATALYST; MALONATE; CONFIGURATION; NITROALKENES; SULFONAMIDE;

D O I：

10.3762/bjoc.14.19

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A family of novel chloramphenicol base-amide organocatalysts possessing a NH functionality at C-1 position as monodentate hydrogen bond donor were developed and evaluated for enantioselective organocatalytic alcoholysis of meso-cyclic anhydrides. These structural diversified organocatalysts were found to induce high enantioselectivity in alcoholysis of anhydrides and was successfully applied to the asymmetric synthesis of (S)-GABOB.

引用

页码：309 / 317

页数：9

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