Patent ID: 7439400
Filing Date: 2008-10-21
Classification: C07B,C07C,C07D,C07F

Abstract:
1. A process for synthesizing a chiral compound having a formula of wherein Y is H, mono- or multi-substituted electron-withdrawing group or electron-donating group, and is located at m-, o-, or p-position of the benzene ring; P is hydrogen or an amino protecting group; Rf is a fluoro-containing alkyl; R is a trialkylsilyl, alkyl, cycloalkyl, or aryl group; R or its enantiomer, comprising the steps of (a) mixing a chiral ligand (1R,2R)-2-N,N— substituted-1-(substituted-phenyl)-2-R with a terminal alkyne and a Zn(II), Cu(II) or Cu(I) salt in the presence of an organic base in an aprotic solvent to form a mixture, wherein R wherein the terminal alkyne is and R is a trialkylsilyl, alkyl, cycloalkyl, or aryl group, (b) mixing the mixture with a reactant having a formula of wherein P is hydrogen or an amino protecting group, Rf is a fluoro-containing alkyl, Y is H, a mono- or multi-subsubstituted electron-withdrawing group or electron-donating group and located at m-, o-, or p-positon of the ring, and (c) isolating and obtaining the chiral compound.