Michael Adduct of Levoglucosenone and Cyclohexanone. Chiral Protection of Hydroxy Group in Stereoselective Transformations of Glycol Aldehyde

Autor: Sh. M. Salikhov, D. R. Enikeeva, A. R. Tagirov, Farid A. Valeev, L. Kh. Fayzullina, Yu. S. Galimova
Rok vydání: 2018
Předmět:
Zdroj: Russian Journal of Organic Chemistry. 54:726-733
ISSN: 1608-3393
1070-4280
DOI: 10.1134/s1070428018050093
Popis: One of hydroxy groups of ethylene glycol was protected by hemiketal, obtained by treating Michael adduct of levoglucosenone and cyclohexanone with reagents system Me3SiCl‒NaI, while the other one was oxidized by Collins method. Stereocontrol in reactions of 1,2-addition to the obtained aldehyde was investigated (in reactions of Grignard, Henry, and Reformatsky).
Databáze: OpenAIRE