TITLE

An unusual abnormal Wolff rearrangement

AUTHOR(S)
Zimmerman, Howard E; Wang, Pengfei
PUB. DATE
June 2003
SOURCE
Canadian Journal of Chemistry;Jun2003, Vol. 81 Issue 6, p517
SOURCE TYPE
Academic Journal
DOC. TYPE
Article
ABSTRACT
An unusual example of the abnormal Wolff rearrangement was studied. The bicyclic structure of the reactant and intermediates precluded some mechanistic possibilities of this unusual Abnormal Wolff Rearrangement. The study involved the photochemical rearrangement of diazodehydronorbornone bearing phenyl and 2-pyridyl groups at C-7. A number of examples of interesting stereoselectivity were encountered. The mechanism was investigated by use of ab initio QST type computations which located a unique transition structure species accounting for the reaction mechanism.
ACCESSION #
10559403

 

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