Preparation of the diastereomerically pure 2S-hydroxy derivative of dihydrolevoglucosenone (cyrene)

Autor: B. T. Sharipov, Liliya Kh. Faizullina, A. N. Davydova, Farid A. Valeev
Rok vydání: 2019
Předmět:
Zdroj: Mendeleev Communications. 29:200-202
ISSN: 0959-9436
DOI: 10.1016/j.mencom.2019.03.029
Popis: Diastereomerically pure levoglucosenone alcohol, synthesized from levoglucosenone, upon hydrogenation on Raney Ni or Pd/BaSO4 undergoes epimerization at C2 atom caused by formation of cyrene by-product and its subsequent non-specific reduction. A microbiological stereospecific technique using baker's yeast (Saccharomyces cerevisiae) has been developed levoglucosenone for cyrene reduction into cyrene alcohol and also applied to reduce 4-alkoxy and 4-benzyloxy derivatives of cyrene.
Databáze: OpenAIRE