Title of article
A simple synthesis of (R)-3-aminooctanoic acid (D-BAOA) from (S)-1-octyn-3-ol
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 ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
3
From page
4343
To page
4345
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
Journal title
Tetrahedron Letters
Serial Year
2007
Journal title
Tetrahedron Letters
Record number
1855251
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