Synlett 1991; 1991(10): 707-708
DOI: 10.1055/s-1991-34767
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Concise Conversion of Glucose to a Chiral Erythrose Derivative and a Stereospecific Synthesis of 3-Amino-4-cyclohexyl-2-hydroxybutanoates

Tsutomu Inokuchi* , Shinichi Tanigawa, Masafumi Kanazaki, Sigeru Torii
  • *Department of Applied Chemistry, Faculty of Engineering, Okayama University, Okayama 700, Japan
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
13. März 2002 (online)

Electrooxidation of a D-glucose derivative followed by Baeyer-Villiger oxidation leads to an erythrose derivative. Thus cyclohexylnorstatines 11 are derived from D-glucose in about 10% overall yield via cyclohexylation at the C(6) position, azidation at the C(5) carbon, and cleavage of the C(2)-C(3) bond by the electrooxidation/Baeyer-Villiger oxidation sequence.