167937-63-5Relevant academic research and scientific papers
SYN-SELECTIVE ADDITION OF ENOL BORATES TO ALDEHYDES
Hoffmann, Reinhard W.,Ditrich, Klaus
, p. 1781 - 1784 (1984)
Both the Z- and the E-enolborate 4 and 6 add to aldehydes in a stereoconvergent reaction to give β-hydroxyketones with a syn/anti ratio of >= 9 : 1.
Magnesium Bromide Mediated Highly Diastereoselective Heterogeneous Hydrogenation of Olefins
Bouzide, Abderrahim
, p. 1347 - 1350 (2007/10/03)
(Matrix Presented) Palladium on carbon combined with magnesium bromide catalyzed hydrogenation of Baylis-Hillman olefins to afford the corresponding aldol derivatives in a highly syn-diastereoselective manner is described.
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.
