ALLYLBORATION OF ALPHA-AMINO KETONES

Citation
Rd. Pace et Gw. Kabalka, ALLYLBORATION OF ALPHA-AMINO KETONES, Journal of organic chemistry, 60(15), 1995, pp. 4838-4844
Citations number
77
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
60
Issue
15
Year of publication
1995
Pages
4838 - 4844
Database
ISI
SICI code
0022-3263(1995)60:15<4838:AOAK>2.0.ZU;2-7
Abstract
A series of unsaturated alpha-amino alcohols were prepared via the all ylboration of the corresponding N-protected alpha-amino ketones. The r eactions are stereoselective, producing the syn isomers. The diastereo selectivity is not dramatically effected by the electronic nature of t he N-protecting group or the reaction temperature but is dependent on the steric requirements of the N-protecting group and the solvent syst em.