57133-55-8Relevant academic research and scientific papers
N-dihydroxyalkyl-substituted 2-oxo-imidazole derivatives
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Page/Page column 9; 10, (2010/11/25)
The invention provides the compounds represented by the formula (I) in which, R stands for a dihydroxy-substituted C1-C6 alkyl group, and Cy stands for an optionally substituted C6-C10 bi- or tri-cyclic aliphati
Angularly substituted octahydroindoles, decahydroquinolines, octahydropyrindines, and octahydrocyclopenta[b]pyrroles by Bruylants reaction
Reimann, Eberhard,Ettmayr, Christian,Polborn, Kurt
, p. 557 - 579 (2007/10/03)
The easily available cycloalkanoyl acetic- and propionic acid esters are transformed to the corresponding amines by standard procedures. These in turn provided an efficient access to cyclic α-aminonitriles, which were reacted with a series of Grignard reagents yielding stereoselectively the cis-configured title compounds; the scope and limitation of this route were investigated. The stereochemical assignment was achieved by X-ray crystallography and NMR spectroscopy. Springer-Verlag 2004.
Process for the production of lipoic acid
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, (2008/06/13)
PCT No. PCT/GB96/01278 Sec. 371 Date May 12, 1999 Sec. 102(e) Date May 12, 1999 PCT Filed May 30, 1996 PCT Pub. No. WO96/38437 PCT Pub. Date Dec. 5, 1996A process for the preparation of lipolic acid (thioctic acid), or a derivative thereof, is one in whic
The synthesis of (R)-(+)-lipoic acid using a monooxygenase-catalysed biotransformation as the key step
Adger, Brian,Bes, M. Teresa,Grogan, Gideon,McCague, Raymond,Pedragosa-Moreau, Sandrine,Roberts, Stanley M.,Villa, Raffaella,Wan, Peter W. H.,Willetts, Andrew J.
, p. 253 - 261 (2007/10/03)
2-(2-Acetoxyethyl)cyclohexanone (4) was converted into the lactone (-)-(5) regio- and enantioselectively using 2-oxo-Δ3-4,5,5-trimethylcyclopentenyl acetyl-CoA monooxygenase, an NADPH-dependent Baeyer-Villiger monooxygenase from camphor grown Pseudomonas putida NCIMB 10007. The lactone (-)-(5) was converted into (R)-(+)-lipoic acid in six steps. In contrast cyclopentanone monooxygenase, an NADPH-dependent Baeyer-Villiger monooxygenase from cyclopentanol-grown Pseudomonas sp. NCIMB 9872 selectively oxidized the (S)-enantiomer of the ketone (4) giving better access to optically enriched, naturally occurring lipoic acid.
Reaction of 2-nitro and 3-nitro-2-cyclohexenone acetals: Preparation of useful intermediates
Vankar,Bawa,Kumaravel
, p. 2027 - 2040 (2007/10/02)
Preparation of 2-nitro-2-cyclohexenone acetal 31 starting from 2-nitrocyclohexanone acetal 29 has been reported for the first time. This compound as well as 3-nitro-2-cyclohexenone acetal 1, whose synthesis has been reported by us earlier, react with a variety of nucleophiles to form highly functionalised intermediates. One of them viz. 21 is converted into a bicyclic α-methylene-γ-lactone 24 using radical chemistry.
