Patent ID: 7214813
Filing Date: 2007-05-08
Classification: C07C,C07D

Abstract:
1. A method of preparing enantiomerically enriched cis-cyclic β-acylaminocarbonyl derivative represented by the formula: wherein: X is selected from the group consisting of: alkyl, aryl, substituted alkyl, substituted aryl, heteroraryl, hydrogen, hydroxy, alkoxy, aryloxy, OCR Y and Z are independently selected from the group consisting of: hydrogen, alkyl, aryl, substituted alkyl, substituted aryl, heteroaryl, t-BuOCO (BOC), Fmoc peptide protecting group, PhCH A is selected from the group consisting of: alkylene, substituted alkylene, alkylene of formula (CH wherein R′ is selected from the group consisting of: hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, acyl, COOR, t-BuOCO (BOC), Fmoc peptide protecting group, and PhCH wherein R is selected from the group consisting of: hydrogen, alkyl, substituted alkyl, aryl, and substituted aryl; and wherein each l and m is independently 0, 1, 2 or 3; said method comprising the step of: contacting hydrogen and a cyclic β-(acylamino)acrylate derivative represented by the formula: wherein the step of contacting is carried out in the presence of a Ru(II)-chiral phosphine ligand catalyst at a temperature, pressure and for a length of time sufficient to produce the enantiomerically enriched cis-cyclic β-acylaminocarbonyl derivative, wherein X, Y, Z, A, R, R′, l, m, and n have the same meaning as before.