Organocatalytic synthesis of 5-hydroxyisoxazolidine catalyzed by camphor sulfonyl hydrazines through aza-Michael addition/cyclization

被引：9

作者：

Xu, Fang-Fang ^{[1
]}

Chen, Ling-Yan ^{[1
]}

Sun, Peng ^{[1
]}

Lv, Yixin ^{[2
]}

Zhang, Yan-Xue ^{[1
]}

Li, Jia-Yu ^{[1
]}

Yin, Xiaoying ^{[1
]}

Li, Ya ^{[1
]}

机构：

[1] Shanghai Univ Engn Sci, Coll Chem & Chem Engn, 333 Longteng Rd, Shanghai 201620, Peoples R China

[2] Jiangxi Univ Tradit Chinese Med, Coll Pharm, Nanchang, Jiangxi, Peoples R China

来源：

CHIRALITY | 2020年 / 32卷 / 03期

基金：

中国国家自然科学基金; 上海市自然科学基金;

关键词：

5-hydroxyisoxazolidine; aza-Michael addition; camphor sulfonyl hydrazine; organocatalytic; ENANTIOSELECTIVE SYNTHESIS; CONJUGATE ADDITION; ISOXAZOLIDINE; CYCLOADDITIONS; NITRONES; SCAFFOLD; CASH;

D O I：

10.1002/chir.23168

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of chiral 5-hydroxy isoxazolidines has been successfully synthesized through camphor sulfonyl hydrazine-catalyzed asymmetric aza-Michael addition reaction between N,O-protected hydroxyamines and enals. Moderate yields with moderate to good enantioselectivities (up to 96% enantiomeric excess [ee]) were achieved. It provides an alternative asymmetric approach to preparing isoxazolidine derivatives.

引用

页码：378 / 386

页数：9

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