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Synthesis of β-phenyl-δ,ε-unsaturated amino acids and stereoselective introduction of side chain groups into [4,3,0]-bicyclic β-turn dipeptides
Authors:Xuyuan GuScott Cowell  Jinfa YingXuejun Tang  Victor J Hruby
Institution:Department of Chemistry, 1306 E. University, Tucson, AZ 85721, USA
Abstract:(2S,3S)- and (2R,3R)-2-amino-3-phenyl-5-hexenoic acids have been synthesized in large scale by using Ni(II)-complexes as a template. The amino acids were used in the synthesis of 4,3,0]-bicyclic β-turn mimetics by a convergent methodology. The unique advantage of this strategy is the convenience of introducing side chain groups with predetermined chiralities on both the five- and six-membered heterocyclic rings.
Keywords:Ni(II)-complex  δ  ε-unsaturated amino acid  β-side chain  β-turn mimetic  bicyclic dipeptide
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