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
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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.