Asymmetric Epoxidation of Alkylidenemalononitriles: Key Step for One-Pot Approach to Enantioenriched 3-Substituted Piperazin-2-ones

被引：40

作者：

Meninno, Sara ^{[1
]}

Vidal-Albalat, Andreu ^{[1
]}

Lattanzi, Alessandra ^{[1
]}

机构：

[1] Univ Salerno, Dipartimento Chim & Biol, I-84084 Fisciano, Italy

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 17期

关键词：

ALPHA-AMINO AMIDES; ENANTIOSELECTIVE SYNTHESIS; KINETIC RESOLUTION; ALLYLIC ALCOHOLS; HOMOALLYLIC ALCOHOLS; RECEPTOR ANTAGONIST; HYDROGEN-PEROXIDE; DICYANO EPOXIDES; DERIVATIVES; OLEFINS;

D O I：

10.1021/acs.orglett.5b02186

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first enantioselective epoxidation of readily available alkylidenemalononitriles has been developed by using a multifunctional cinchona derived thiourea as the organocatalyst and cumyl hydroperoxide as the oxidant. A new simple one-pot asymmetric epoxidation/S(N)2 ring-opening reaction with 1,2-diamines leading to important enantioenriched heterocycles, i.e. 3-substituted piperazin-2-ones, has been established.

引用

页码：4348 / 4351

页数：4

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