115753-15-6Relevant academic research and scientific papers
The absolute configuration of (+)-ethyl cis-1-benzyl-3-hydroxypiperidine-4- carboxylate and (+)-4-ethyl 1-methyl cis-3-hydroxypiperidine-1,4-dicarboxylate; a revision
Lorenzetto, Piergiorgio A.,Strehler, Andreas,Rueedi, Peter
, p. 3023 - 3031 (2006)
Discrepancies between chiroptical data from the literature and our determination of the structure of the title compounds (+)-5 and (+)-9a were resolved by an unambiguous assignment of their absolute configuration. Accordingly, the dextrorotatory cis-3-hyd
Enzyme-catalyzed kinetic resolution of piperidine hydroxy esters
Solymar, Magdolna,Forro, Eniko,Fueloep, Ferenc
, p. 3281 - 3287 (2004)
Enantiomers of N-protected piperidine-based cis- and trans-4-hydroxy-3- carboxylates and cis-3-hydroxy-4-carboxylates were prepared through kinetic resolution utilizing lipase AK from Pseudomonas fluorescens and Candida antarctica lipase A. The highly enantioselective (E >200) kinetic resolution of (±)-ethyl cis-(±)-4 and trans-1-(tert-butoxycarbonyl)-4- hydroxypiperidine-3-carboxylate (±)-5 was achieved by Pseudomonas fluorescens lipase-catalyzed asymmetric acylation with vinyl acetate in diisopropyl ether at room temperature. Candida antarctica lipase A-catalyzed asymmetric acylation of (±)-ethyl cis-1-benzyl-3-hydroxypiperidine-4- carboxylate (±)-11 was performed with vinyl propanoate in diisopropyl ether at 3°C, with good enantioselectivity (E = 75).
Stereospecific microbial reduction of ethyl 1-benzyl-3-oxo-piperidine-4-carboxylate
Guo, Zhiwei,Patel, Bharat P.,Corbett, Richard M.,Goswami, Animesh,Patel, Ramesh N.
, p. 2015 - 2020 (2006)
Microbial reduction of ethyl 1-benzyl-3-oxo-piperidine-4-carboxylate by the majority of evaluated microorganisms gave the ethyl cis-(3R,4R)-1-benzyl-3R-hydroxy-piperidine-4R-carboxylate as the major product in high diastereo- and enantioselectivities. The
Synthesis and characterization of enantiomerically pure cis- and trans-3-fluoro-2,4-dioxa-9-aza-3-phosphadecalin 3-oxides as acetylcholine mimetics and inhibitors of acetylcholinesterase
Lorenzetto, Piergiorgio,Waechter, Michael,Rueedi, Peter
scheme or table, p. 746 - 767 (2011/06/27)
The title compounds, the P(3)-axially and P(3)-equatorially substituted cis- and trans-configured 9-benzyl-3-fluoro-2,4-dioxa-9-aza-3-phosphadecalin 3-oxides (=9-benzyl-3-fluoro-2,4-dioxa-9-aza-3-phosphabicyclo[4.4.0]decane 3-oxides=7-benzyl-2-fluorohexah
