30608-90-3Relevant articles and documents
Stereoselective Syntheses of Alkohols, XXV. - Generation of Enol Borates and Their Addition to Aldehydes
Hoffmann, Reinhard W.,Ditrich, Klaus,Froech, Sybille
, p. 977 - 986 (2007/10/02)
Ketone-derived enol borates, especially those having a 4,4,5,5-tetramethyl-1,3,2-dioxaborolane unit, are stable compounds,which have been prepared either by borylation of lithium enolates or by oxidation of vinylboronates.These E- or Z-enol borates add to aldehydes in a stereoconvergent reaction leading to syn-aldols.Aldehyde-derived enol borates have a high tendency towards polymerization.Their in-situ addition to aldehydes generates 4-alkoxy-1,3,2-dioxaborinanes, which are internally protected aldols.