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

被引：39
|
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
收藏
页码：4348 / 4351
页数：4
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