54458-45-6Relevant academic research and scientific papers
Enantioselective equilibration-access to chiral aldol adducts of mandelic acid esters
Scholtis, Stefan,Ide, Andreas,Mahrwald, Rainer
, p. 5353 - 5355 (2006)
Syn-configured aldol products of mandelic acid esters and aldehydes were synthesized by the catalytic use of amines in the presence of titanium(IV) tert-butoxide. Used along with chiral N-methylephedrine, anti-configured α,β-dihydroxyesters were isolated
Efficient diastereoselective synthesis of α,β-dihydroxyesters from methyl phenylglyoxylate and aldehydes mediated by titanium trichloride/pyridine system
Clerici,Clerici,Malpezzi,Porta
, p. 13385 - 13400 (2007/10/02)
The reductive coupling of methyl phenylglyoxylate 2 with aliphatic and aromatic aldehydes 3, promoted by TiCl3/Py system in anhydrous THF, affords α,β-dihydroxyesters 4 in good yields (60-94%) and high syn-diastereoselectivity (up to 85%). The type of ligand at the metal ion necessary to achieve a high level of diastereocontrol and the possible mechanism involved are discussed.
