N,N-DIETHYLANILINE-CENTER-DOT-BORANE, AN EFFICIENT REDUCING AGENT FORREDUCTION OF REPRESENTATIVE FUNCTIONAL-GROUPS

Citation
Am. Salunkhe et Er. Burkhardt, N,N-DIETHYLANILINE-CENTER-DOT-BORANE, AN EFFICIENT REDUCING AGENT FORREDUCTION OF REPRESENTATIVE FUNCTIONAL-GROUPS, Tetrahedron letters, 38(9), 1997, pp. 1519-1522
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
38
Issue
9
Year of publication
1997
Pages
1519 - 1522
Database
ISI
SICI code
0040-4039(1997)38:9<1519:NAERAF>2.0.ZU;2-R
Abstract
N,N-Diethylaniline . borane (DEANB), a thermally stable, commercially available, amine . borane reagent, reduces a variety of functional gro ups, such as aldehydes, ketones, carboxylic acids tertiary amides, and lactams in excellent yields. It also reduces Schiff bases to the corr esponding amines in very good yields. Besides these reducing propertie s, it readily hydroborates 1-octene to provide the trialkylborane whic h in turn on alkaline peroxide oxidation furnished the 1-octanol in ex cellent yield and usual regioselectivity. (C) 1997 Elsevier Science Lt d.