THEORETICAL-STUDY OF THE REACTION OF DIMETHYL ACETYLENEDICARBOXYLATE WITH 1-METHYL-2-(1-SUBSTITUTED VINYL)PYRROLES

被引：35

作者：

DOMINGO, LR ^{[1
]}

JONES, RA ^{[1
]}

PICHER, MT ^{[1
]}

SEPULVEDAARQUES, J ^{[1
]}

机构：

[1] UNIV E ANGLIA,SCH CHEM SCI,NORWICH NR4 7TJ,NORFOLK,ENGLAND

来源：

TETRAHEDRON | 1995年 / 51卷 / 32期

关键词：

D O I：

10.1016/0040-4020(95)00490-Y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A theoretical study of the transition structure for the electrophilic attack step of the 1-methyl-2-vinylpyrrole to dimethyl acetylenedicarboxylate is reported with analytical gradients at AM1 and PM3 semi-empirical levels and ab initio at 3-21G level. The geometry, electronic structure, and vector components are qualitatively computer level and model independent. The competition of the Michael addition reactions and Diels-Alder reactions of 1-methyl-2-(1-substituted vinyl)pyrroles with dimethyl acetylenedicarboxylate has been studied at the PM3 semi-empirical level.

引用

页码：8739 / 8748

页数：10

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