171194-77-7Relevant academic research and scientific papers
Biocatalytic racemization of synthetically important functionalized α-hydroxyketones using microbial cells
Nestl, Bettina M.,Bodlenner, Anne,Stuermer, Rainer,Hauer, Bernhard,Kroutil, Wolfgang,Faber, Kurt
, p. 1465 - 1474 (2007)
Biocatalytic racemization of straight-chain and cyclic acyloins bearing (halo)alkyl, alkenyl and functionalized (hetero)aryl moieties was accomplished using whole resting cells of bacteria, fungi and yeasts. Mild physiological reaction conditions ensured the suppression of undesired side-reactions, such as elimination or condensation. This biocatalytic protocol represents a useful tool for the clean racemization of unwanted enantiomers of synthetically important α-hydroxyketones derived from kinetic resolution.
Chiral dithiolane sulphoxides: An efficient stereoselective synthesis of (R) and (S)-3-benzoyloxy-2-butanone
Barros,Barros, M. Teresa,Leitao,Leitao, Alcino J.,Maycock,Maycock, Christopher D.
, p. 6537 - 6540 (1995)
The effect of the addition of water on the asymmetric oxidation of an acyl dithiane and an acyl dithiolane has been studied. The use of enantiomerically pure dithiolane sulphoxides is demonstrated in a highly selective synthesis (R)-3-benzoyloxy-2-butanone which depends upon a diastereoselective ketone reduction.
The enantiomers of Iralia: preparation and odour evaluation
Abate, Agnese,Brenna, Elisabetta,Fuganti, Claudio,Malpezzi, Luciana,Serra, Stefano
, p. 1145 - 1153 (2008/02/10)
The enantiomers of methyl ionones 1 and 2 were prepared by an enzyme-catalysed approach. Their odour properties were evaluated by skilful perfumers.
Biocatalytic racemization of α-hydroxy ketones (acyloins) at physiological conditions using Lactobacillus paracasei DSM 20207
Nestl, Bettina M.,Kroutil, Wolfgang,Faber, Kurt
, p. 873 - 876 (2007/10/03)
Biocatalytic racemization of open-chain and cyclic dialkyl-, alkyl-aryl- and diaryl-substituted acyloins was accomplished using whole resting cells of Lactobacillus paracasei DSM 20207. The mild (physiological) reaction conditions ensured the suppression of undesired side reactions, such as elimination or condensation. This novel biocatalytic isomerization protocol represents an essential tool for the deracemization of pharmacologically important building blocks.
On 1,4-Diastereoselectivity in the Aldol Condensation of Methyl Ketones
Trost, Barry M.,Urabe, Hirokazu
, p. 3982 - 3983 (2007/10/02)
2-(Trimethylsiloxy)-3-RO-1-butene serves as practical and simple chiral enolate equivalent of a methyl ketone for asymmetric aldol condensations.
