Author/Authors :
Tiecco، نويسنده , , Marcello and Testaferri، نويسنده , , Lorenzo and Temperini، نويسنده , , Andrea and Terlizzi، نويسنده , , Raffaella and Bagnoli، نويسنده , , Luana and Marini، نويسنده , , Francesca and Santi، نويسنده , , Claudio، نويسنده ,
Abstract :
A simple substrate-controlled asymmetric synthesis of (R)-3-aminooctanoic acid (D-BAOA) is described. The present method involves the conversion of commercially available (S)-1-octyn-3-ol into the protected propargylic amine, with complete inversion of configuration, and the successive transformation of the (phenylseleno)acetylene intermediate into the Se-phenyl selenocarboxylate, which is then easily converted into the carboxylic group. The phthalimido group was eventually removed by treatment with hydrazine hydrate.
Keywords :
Alkynyl selenides , Se-Phenyl selenocarboxylates , Alkynols , Stereoselective reactions , ?-Aminoacids
