2-{(4a′S,6a′S,10a′R,10b′R)-Octahydrospiro[1,3-dioxolane-2,2′-pyrano[2,3-c]chromen]-6a′(1′H)-yloxy}ethanol in the Synthesis of (2S)- and (2R)-Dodecane-1,2-diols

Autor: Sh. M. Salikhov, S. F. Petrova, L. Kh. Faizullina, Farid A. Valeev, A. R. Tagirov
Rok vydání: 2020
Předmět:
Zdroj: Russian Journal of Organic Chemistry. 56:1840-1843
ISSN: 1608-3393
1070-4280
DOI: 10.1134/s1070428020100279
Popis: Michael adduct of levoglucosenone and cyclohexanone, 1,6-anhydro-3,4-dideoxy-4-C-(2-oxocyclohexan-1-yl)-β-D-erythrohexo-2-ulose, was treated with ethylene glycol in the presence of oxalic acid, and the resulting mixed ketal, 2-{(4a′S,6a′S,10a′R,10b′R)-octahydrospiro[1,3-dioxolane-2,2′-pyrano[2,3-c]chromen]-6a′(1′H)-yloxy}ethanol, was used a chiral auxiliary in the synthesis of vicinal diols.
Databáze: OpenAIRE
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