1,3-Dipolar cycloaddition of nitrones with phenylvinyl sulfone. An experimental and theoretical study

被引：11

作者：

Flores, MariFe ^{[1
]}

Garcia, Pilar ^{[1
]}

Garrido, Narciso M. ^{[1
]}

Nieto, Carlos T. ^{[1
]}

Basabe, Pilar ^{[1
]}

Marcos, Isidro S. ^{[1
]}

Sanz-Gonzalez, Francisca ^{[2
]}

Goodman, Jonathan M. ^{[3
]}

Diez, David ^{[1
]}

机构：

[1] Univ Salamanca, Dept Quim Organ, Fac Ciencias Quim, E-37008 Salamanca, Spain

[2] Univ Salamanca, Serv Gen Rayos X, E-37008 Salamanca, Spain

[3] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

来源：

TETRAHEDRON-ASYMMETRY | 2012年 / 23卷 / 01期

关键词：

COPE-HOUSE CYCLIZATION; CYCLIC NITRONES; N-OXIDES; STEREOSELECTIVE-SYNTHESIS; NUCLEOPHILIC ADDITIONS; ELECTRON-DEFICIENT; AZOMETHINE YLIDES; VINYL SULFONE; INDOLIZIDINE; PYRROLIDINE;

D O I：

10.1016/j.tetasy.2012.01.006

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The addition of three nitrones to phenylvinylsulfone, 1, has been studied. The stereochemistry previously established by two-dimensional NMR techniques was confirmed by X-ray crystal structure determination. Theoretical studies made us propose that this reaction is not purely regioselective, but by controlling the substituents of nitrone and temperature the regioselectivity increases. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：76 / 85

页数：10

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