143191-63-3Relevant articles and documents
α-Hydroxy Ketones in High Enantiomeric Purity from Asymmetric Dihydroxylation of Enol Ethers
Hashiyama, Tomiki,Morikawa, Kouhei,Sharpless, K. Barry
, p. 5067 - 5068 (1992)
Highly enantioselective construction of α-hydroxy ketones by the osmium-catalyzed asymmetric dihydroxylation of the corresponding enol ethers has been achieved.
Biocatalytic route to chiral acyloins: P450-catalyzed regio- and enantioselective α-hydroxylation of ketones
Agudo, Rubén,Roiban, Gheorghe-Doru,Lonsdale, Richard,Ilie, Adriana,Reetz, Manfred T.
, p. 950 - 956 (2015/01/30)
P450-BM3 and mutants of this monooxygenase generated by directed evolution are excellent catalysts for the oxidative α-hydroxylation of ketones with formation of chiral acyloins with high regioselectivity (up to 99%) and enantioselectivity (up to 99% ee). This constitutes a new route to a class of chiral compounds that are useful intermediates in the synthesis of many kinds of biologically active compounds.
Studies towards the stereoselective α-hydroxylation of flavanones. Biosynthetic significance
Border, Zola-Michele,Marais, Charlene,Bezuidenhoudt, Barend C. B.,Steenkamp, Jacobus A.
, p. 122 - 130 (2008/04/11)
The enolates of various propiophenones, chromanones, and also analogues of naturally occurring flavanones were stereoselectively hydroxylated at the ?-position, by employing commercially available enantiopure oxaziridines, to afford the desired ?-hydroxylated target molecules in good to exceptional stereoselectivities and in moderate to good chemical yields. A mechanistic rationale is presented to account for the stereoselectivities achieved. These in vitro results were tentatively related to the stereoselective biosynthesis of enantio-enriched dihydroflavonols while questions were raised about the authenticity of certain natural compounds. CSIRO 2008.
α-Hydroxy ketones in high enantiomeric purity from asymmetric oxidation of enol phosphates with (salen) manganese(III) complex
Krawczyk, Ewa,Koprowski, Marek,Skowronska, Aleksandra,Luczak, Jerzy
, p. 2599 - 2602 (2007/10/03)
Optically active α-hydroxy ketones 4 have been prepared in high enantioselectivity by the catalytic, enantioselective oxidation of easily available and stable (E)-enol phosphates 2 by (salen) Mn(III) complex.