Unexpected regioselectivities of [3+2] cycloaddition of azomethine imines to acrylonitrile and 4-nitrophenyl vinyl sulfone

被引:19
|
作者
Pleshchev, Mikhail I. [1 ]
Kachala, Vadim V. [1 ]
Goloveshkin, Alexander S. [2 ]
Bushmarinov, Ivan S. [2 ]
Kuznetsov, Vladimir V. [1 ]
Khakimov, Dmitriy V. [1 ]
Makhova, Nina N. [1 ]
机构
[1] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 119991, Russia
[2] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
DIAZIRIDINE RING EXPANSION; IONIC-LIQUIDS; METATHESIS; ANALOGS;
D O I
10.1016/j.mencom.2013.09.011
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The [3+2] cycloaddition of azomethine imines derived from 6-aryl-1,5-diazabicyclo[3.1.0]hexanes to acrylonitdle and 4-nitrophenyl vinyl sulfone proceeds with high diastereoselectivity, but with opposite regioselectivity, which has been clarified by quantum chemical calculations.
引用
收藏
页码:271 / 273
页数:3
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