Propargylic amines can be valid precursors for the synthesis of β3-amino acids. This can be effected by a selenium-mediated conversion of the carbon-carbon triple bond to a, Se-phenyl selenocarboxylate intermediate. The reactive Se-phenyl selenocarboxylate intermediates can be trapped with water, alcohols, or the amine of an amino acid derivative to give β3-amino acids, β3-amino esters, or mixed peptides, respectively
Stereoselective synthesis of Beta3-Amino Acids and Beta-Oligopeptides promoted by Organoselenium Intermediates / A. Temperini; A. Capperucci; A. Degl’Innocenti; R. Terlizzi; M. Tiecco. - In: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS. - ISSN 1042-6507. - ELETTRONICO. - 186:(2011), pp. 1137-1143. [10.1080/10426507.2010.505596]
Stereoselective synthesis of Beta3-Amino Acids and Beta-Oligopeptides promoted by Organoselenium Intermediates
CAPPERUCCI, ANTONELLA;DEGL'INNOCENTI, ALESSANDRO;
2011
Abstract
Propargylic amines can be valid precursors for the synthesis of β3-amino acids. This can be effected by a selenium-mediated conversion of the carbon-carbon triple bond to a, Se-phenyl selenocarboxylate intermediate. The reactive Se-phenyl selenocarboxylate intermediates can be trapped with water, alcohols, or the amine of an amino acid derivative to give β3-amino acids, β3-amino esters, or mixed peptides, respectivelyFile | Dimensione | Formato | |
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