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

摘要

One of hydroxy groups of ethylene glycol was protected by hemiketal, obtained by treating Michael adduct of levoglucosenone and cyclohexanone with reagents system Me~(3)SiCl?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).