Title of article :
Synthesis of β-Benzylsulfanyl-β-trifluoromethyl-α-amino Acids Via Michael Addition in the Presence of Et3N/LiBr
Author/Authors :
Enders, Dieter RWTH Aachen University - Institut für Organische Chemie, Germany , Chen, Zai-Xin Jiangsu Yabang Pharmaceutical Research and Development Co., Ltd., PR China
Abstract :
β-Benzylsulfanyl-β-trifluoromethyl-α-amino acid esters have been synthesized from (Z)-β- substituted-β-trifluoromethyl-α,β-dehydroamino acid esters via Michael addition with moderatediastereoselectivities. The reaction was investigated with various catalysts. Et3N and LiBr gave satisfactory results, which operated synergistically as bifunctional catalyst. However, the other tested chiral catalysts gave no good enantioselectivities.
Keywords :
Fluorinated amino acids , β , sulfur substituted α , amino acids , michael addition , α , β , dehydroamino acid esters , bifunctional catalyst , mercaptanes
Journal title :
letters in organic chemistry
Journal title :
letters in organic chemistry
