Determinants of diastereoselectivity in alpha-benzylation reactions of carboxylic esters of bornanol derivatives

Citation
Md. Evans et Pt. Kaye, Determinants of diastereoselectivity in alpha-benzylation reactions of carboxylic esters of bornanol derivatives, SYN COMMUN, 31(6), 2001, pp. 805-815
Citations number
9
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
6
Year of publication
2001
Pages
805 - 815
Database
ISI
SICI code
0039-7911(2001)31:6<805:DODIAR>2.0.ZU;2-K
Abstract
The influence of the steric bulk and chelation potential of the "blocking g roup" on the unexpectedly low diastereoselectivity observed during the a-be nzylation of carboxylic ester enolates of 3,3-(2,3-butanedioxy)-2-exo-borna nol is examined.