Synthesis of cyclopropene alpha-amino acids via enantioselective desymmetrization.
[reaction: see text] The preparation of cyclopropene alpha-amino acids via the enantioselective desymmetrization of cyclopropene bis-carboxylic acid derivatives is described. The amino acids are stable to harsh reaction conditions, and a derivative has been incorporated into a tripeptide using conventional methods for peptide synthesis.
Zhang
Fan
F
Brown Laboratories, Department of Chemistry and Biochemistry, University of Delaware, Newark, 19716, USA.
Fox
Joseph M
JM
D000596:Amino Acids / Q000138:chemical synthesis*; D002264:Carboxylic Acids / Q000737:chemistry; D002384:Catalysis; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis; D013237:Stereoisomerism
D000596:Amino Acids; D002264:Carboxylic Acids; D003521:Cyclopropanes; D010455:Peptides; C021985:cyclopropene