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Structure and asymmetric Diels-Alder reactions of optically active allene-1,3-dicarboxylates

Authors :
Ikeda, Izumi
Honda, Kazuhiko
Osawa, Eiji
Shiro, Motoo
Aso, Mariko
Kanematsu, Ken
Source :
Journal of Organic Chemistry. March 22, 1996, Vol. 61 Issue 6, p2031, 7 p.
Publication Year :
1996

Abstract

The structure and asymmetric Diels-Alder reaction of allene-1,3-dicarboxylates with cyclopentadiene were determined towards pi-face selective reactions due to the axial asymmetry of the allene moiety. The reactions afforded endo adducts formed by the easy access of the diene and the dienophile. The favorable approach is indeed provided by the axial asymmetry of the allene moiety and the secondary optical interaction.

Details

ISSN :
00223263
Volume :
61
Issue :
6
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.18330234