Aminoborohydrides. 11. Facile reduction of N-alkyl lactams to the corresponding amines using lithium aminoborohydrides

Citation
Jm. Flaniken et al., Aminoborohydrides. 11. Facile reduction of N-alkyl lactams to the corresponding amines using lithium aminoborohydrides, ORG LETT, 1(5), 1999, pp. 799-801
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
5
Year of publication
1999
Pages
799 - 801
Database
ISI
SICI code
1523-7060(19990909)1:5<799:A1FRON>2.0.ZU;2-G
Abstract
[GRAPHICS] Various five and six membered N-alkyl lactams were reduced to the correspon ding cyclic amines using lithium N,N-dialkylaminoborohydrides (LAB), Most o f the reductions were essentially complete after refluxing in THF for 2 h, The cyclic amine products were easily isolated after an aqueous workup in v ery good to excellent yields. It is possible to selectively reduce most fun ctional groups, such as esters, in the presence of a lactam using LAB reage nts.