jo040103q_si_001.pdf (224.95 kB)
Novel Borane Reduction of Ether-Protected Aromatic Lactams†
journal contribution
posted on 2004-05-28, 00:00 authored by Wan-Ping Hu, Pei-Ching Tsai, Ming-Kuan Hsu, Jeh-Jeng WangBorane reduction of ether-protected aromatic
lactams produces 1-alkyl-1,2,3,4-tetrahydroquinolines (5 and
6) in excellent yields. This reaction provides a novel one-pot tandem process for reduction of amide group and
N-protected groups. Experimental results demonstrate that
the reaction proceeds through two consecutive elimination
and reductions via two C−O bond cleavages to form the
foresaid products.