Novel Borane Reduction of Ether-Protected Aromatic Lactams<sup>†</sup>
2004-05-28T00:00:00Z (GMT) by
Borane reduction of ether-protected aromatic lactams produces 1-alkyl-1,2,3,4-tetrahydroquinolines (<b>5</b> and <b>6</b>) in excellent yields. This reaction provides a novel one-pot tandem process for reduction of amide group and <i>N</i>-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.