Baker's Yeast Reduction ofN-Protected Methyl 4-Amino-3-oxobutanoates and 3-oxopentanoates
- 1 January 1992
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1992 (04) , 403-408
- https://doi.org/10.1055/s-1992-26123
Abstract
Baker's yeast reduction of N-tert-butoxycarbonyl (Boc) or N-benzyloxycarbonyl(Cbz) protected methyl 4-amino-3-oxopentanoates 4b-e and 4-amino-3-oxobutanoates 7a,b stereoselectively afforded the erythro-hydroxy esters 5b-e and (R)-hydroxy esters 8a, b, respectively. The resulting N-protected methyl (R) -4-amino-3-hydroxybutanoate (8) was converted into the biologically active substances, sperabillin C 1c and (R)-GABOB [(R)4-amino-3-hydroxybutanoic acid. 2].Keywords
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