Chemical Conversion of Cyclic α-Amino Acids to Cyclic α-Aminophosphonic Acids

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概要

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• The oxidative decarboxylation of cyclic α-amino acids having urethane-type N-protecting groups with lead tetraacetate[Pb(OAc)_4]gave 2-hydroxy derivatives, which were transformed into the corresponding α-aminophosphonic acid esters by treatment of trialkyl phosphites in the presence of Lewis acids. Deprotection and ester cleavage of the products in the usual manner afforded cyclic α-aminophosphonic acids. The convenient chemical conversion of five- and six-membered cyclic α-amino acids to the corresponding cyclic α-aminophosphonic acids has been accomplished.

• 公益社団法人日本薬学会の論文
• 2001-05-01

著者

• Yoshifuji S

  Faculty Of Pharmaceutical Sciences Hokuriku University

• Yoshifuji Shigeyuki

  Faculty Of Pharmaceutical Sciences Hokuriku University

• Kaname Mamoru

  Faculty Of Pharmaceutical Sciences Hokuriku University

• MASHIGE Hironori

  Faculty of Pharmaceutical Sciences of Hokuriku University

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• Synthetic Study of Optically Active 3-Azabicyclo[3.3.0]octane-2,6,8-tricarboxylic Acid
• Stereospecific Synthesis of cis-2,4-Pyrrolidinedicarboxylic Acid and cis-2,5-Piperidinedicarboxylic Acid
• Synthesis of Hexahydropyridazine-3-phosphonic Acid
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• Ruthenium tetroxide oxidation of N-acyl cyclic amine-2-phosphoric acid diesters
• Stereospecific Synthesis of New 4-Amino-1,2,3-cyclohexanetricarboxylic Acids and 4-Amino-1,3-cyclohexanedicarboxylic Acids
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• An Alternative Convenient Synthesis of Piperidazine-3-carboxylic Acid Derivatives
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