TRANSANNULAR RADICAL REACTIONS IN BICYCLOALKANES WITH INSIDE-OUTSIDE STEREOCHEMISTRY - AN UNUSUAL BRIDGEHEAD HYDROXYLATION

Authors
WINKLER JD HONG BC
Citation
Jd. Winkler et Bc. Hong, TRANSANNULAR RADICAL REACTIONS IN BICYCLOALKANES WITH INSIDE-OUTSIDE STEREOCHEMISTRY - AN UNUSUAL BRIDGEHEAD HYDROXYLATION, Tetrahedron letters, 36(5), 1995, pp. 683-686
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
5
Year of publication
1995
Pages
683 - 686
Database
ISI
SICI code
0040-4039(1995)36:5<683:TRRIBW>2.0.ZU;2-Z
Abstract
Barton decarboxylation of a bicyclic ketoacid with trans-intrabridgead stereochemistry produces this net epimerization of the intrabridgehea d stereochemistry, a result that cannot be achieved under acidic or ba sic equilibrating conditions.