Record number :
1081449
Title of article :
A Synthetic Approach to 3-Hydroxy 4-Substituted Carboxylic Acids based on the Stereoselective Reduction of 1-Trimethylsilyl-1-alkyn-3-ones
Author/Authors :
Carme Alemany، نويسنده , , Jordi Bach، نويسنده , , Jordi Garcia، نويسنده , , Marta L?pez، نويسنده , , Ana B. Rodr??guez، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2000
Pages :
8
From page :
9305
To page :
9312
Abstract :
The oxazaborolidine-mediated reduction of chiral, 4-substituted 1-trimethylsilyl-1-alkyn-3-ones followed by hydroboration affords syn or anti 3-hydroxy 4-substituted carboxylic acids, common substructures of a number of biologically active macrolides, peptides and depsipeptides, with high control on the new C(3) stereocenter. This strategy has been applied to the synthesis of (3S,4S)-3-hydroxy-4-methylheptanoic acid and of N-Boc-statine, constituents of permentin A and pepstatin, respectively.
Keywords :
amino acids and derivatives , hydroxy acids and derivatives , Reduction , oxazaborolidines
Journal title :
Tetrahedron
Serial Year :
2000
Link To Document :
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