UNEXPECTED EFFECT OF AN HYDROXYL GROUP ON PI-FACIAL SELECTIVITY IN THE NUCLEOPHILIC-ADDITION TO BICYCLO[2.2.2]OCTAN-2-ONES

Citation
Jf. Devaux et al., UNEXPECTED EFFECT OF AN HYDROXYL GROUP ON PI-FACIAL SELECTIVITY IN THE NUCLEOPHILIC-ADDITION TO BICYCLO[2.2.2]OCTAN-2-ONES, Tetrahedron letters, 36(52), 1995, pp. 9471-9474
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
36
Issue
52
Year of publication
1995
Pages
9471 - 9474
Database
ISI
SICI code
0040-4039(1995)36:52<9471:UEOAHG>2.0.ZU;2-3
Abstract
An unprecedented remote effect of the hydroxyl group on pi-facial sele ctivity was observed in the addition of Grignard reagents to bicyclo[2 .2.2]octan-2-ones, where nucleophilic attack occured from the sterical ly more hindered face.