Enantioselective Synthesis of 4,5-Dihydropyrroles via Domino Ring-Opening Cyclization (DROC) of N-Activated Aziridines with Malononitrile

被引：59

作者：

Ghorai, Manas K. ^{[1
]}

Tiwari, Deo Prakash ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 06期

关键词：

STEREOCONTROLLED SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; MESO-AZIRIDINES; AMINO-ALCOHOLS; DERIVATIVES; REGIOSELECTIVITY; REACTIVITY; FLUORINE; FACILE; 2-(BROMOMETHYL)AZIRIDINES;

D O I：

10.1021/jo302815m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and practical strategy for the synthesis of highly functionalized racemic and non-racemic 4,5-dihydropyrroles via domino ring-opening cyclization (DROC) of activated aziridines with malononitrile in excellent yield and stereoselectivity is described. The reaction serves as a tool for the synthesis of a large variety of substituted 4,5-dihydropyrroles in enantiomerically pure forms.

引用

页码：2617 / 2625

页数：9

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