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Theoretical study of the vinyl allene oxide to cyclopent-2-en-1-one rearrangement: mechanism, torquoselectivity and solvent effects

Authors :
Lopez, Carlos Silva
Faza, Olalla Nieto
York, Darrin M.
de Lera, Angel R.
Dolling, Ulf H.
McMasters, Daniel R.
Kress, Michael H.
McNamara, James M.
Source :
Journal of Organic Chemistry. May 28, 2004, Vol. 69 Issue 11, p3635, 10 p.
Publication Year :
2004

Abstract

The characterization of two distinct competing mechanistic pathways for the rearrangement of vinyl allene oxides to cyclopent-2-en-1-ones is described. The concerted transition structure is shown as a monorotatory ring closure with concomitant epoxide ring opening

Details

Language :
English
ISSN :
00223263
Volume :
69
Issue :
11
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.123671488