New evidence on the structure of the product from the reaction of cyclic 2,4,6-trialkylphenylphosphine oxides with dimethyl acetylenedicarboxylate (DMAD); formed by an inverse Wittig reaction type protocol

被引：34

作者：

Keglevich, G ^{[1
]}

Körtvélyesi, T

Forintos, H

Vaskó, AG

Vladiszlav, I

Toke, L

机构：

[1] Budapest Univ Technol & Econ, Dept Organ Chem Technol, H-1521 Budapest, Hungary

[2] Univ Szeged, Dept Chem Phys, H-6701 Szeged, Hungary

[3] Budapest Univ Technol & Econ, Dept Gen & Analyt Chem, H-1521 Budapest, Hungary

[4] Budapest Univ Technol & Econ, Dept Organ Chem Technol, Hungarian Acad Sci, Res Grp, H-1521 Budapest, Hungary

来源：

TETRAHEDRON | 2002年 / 58卷 / 19期

基金：

匈牙利科学研究基金会;

关键词：

phosphorus heterocycles; ylides phosphoranes; theoretical studies;

D O I：

10.1016/S0040-4020(02)00343-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New evidence based on spectroscopy, quantum chemical calculations and reactivity suggest that the spirocyclic oxaphosphetes (5) formed by the [2+2] cycloaddition of the title P-heterocycles (4) and DMAD are intermediates to afford a stabilised phosphonium ylide (6) existing as two conformers (6A and B). (C) 2002 Published by Elsevier Science Ltd.

引用

页码：3721 / 3727

页数：7

共 16 条

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[9] The reaction of 1-(2,4,6-trimethylphenyl)-1,2-dihydrophosphinine 1-oxides with dimethyl acetylenedicarboxylate;: a [4+2] or a [2+2] cycloaddition? [J].

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[10] On the cycloaddition of arylphosphine oxides with dimethyl acetylenedicarboxylate [J].

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TETRAHEDRON LETTERS, 2001, 42 (26) :4417-4420

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