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Cycloaddition reactions of 1,3-dimethylallene. Assignment of stereochemistry of the cycloadducts and interpretation of product distributions

Authors :
Daniel J. Pasto
James L. Malandra
Kiyoaki D. Sugi
Source :
The Journal of Organic Chemistry. 56:3781-3794
Publication Year :
1991
Publisher :
American Chemical Society (ACS), 1991.

Abstract

The structures of the cycloadducts formed in the (2+2) cycloaddition reactions of 1,3-dimethylallene (13DMA) with 1,1-dichloro-2,2-difluoroethene (1122), acrylonitrile (ACN), methyl acrylate (MAC), N-phenylmaleimide (NPMI), and diethyl fumarate (DEF) and maleate (DEM) and the product disitributions have been interpreted on the basis of favored conformations for diradical formation and ring closure to the cycloadducts

Details

ISSN :
15206904 and 00223263
Volume :
56
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi...........0ad39c43a83e338a307f8856e07f4b75
Full Text :
https://doi.org/10.1021/jo00012a007