56099-73-1Relevant academic research and scientific papers
A concise and diastereoselective synthesis of piperidine and indolizidine alkaloids via aza-Prins cyclization
Reddy, Basi V. Subba,Chaya, Dudhmal N.,Yadav, Jhillu S.,Gree, Rene
, p. 297 - 303 (2012/03/26)
The synthesis of 2-substituted and 2,4-disubstituted piperidine alkaloids such as (±)-coniine, (±)-hydroxypipecolic acid, (±)-pipecolic acid, (±)-coniceine, and (±)-4-hydroxy-2- hydroxy-methyl piperidine have been accomplished in a highly diastereo-selective manner by employing aza-Prins cyclization as a key step to construct the piperidine core of these alkaloids. Georg Thieme Verlag Stuttgart · New York.
Complementary routes to both enantiomers of pipecolic acid and 4,5-dihydroxypipecolic acid derivatives
Chattopadhyay, Shital K.,Biswas, Titas,Biswas, Tanmoy
, p. 1365 - 1369 (2008/09/18)
Complementary new routes to both enantiomers of N-protected pipecolic acid and the corresponding 4,5-dihydroxylated derivatives are developed, which involve stereo-divergent allylation of a chiral N-allylimine and ring-closing metathesis as key steps.
Nitrilase-catalyzed enantioselective synthesis of pyrrolidine- And piperidinecarboxylic acids
Winkler, Margit,Meischler, Dorith,Klempier, Norbert
, p. 1475 - 1480 (2008/09/16)
The enantioselective synthesis of the nonproteinogenic amino acids β-proline and nipecotic acids from their readily available nitriles is achieved in high enantiomeric excess by commercially available nitrilases. The presented procedure comprises not more than 4 steps, thus considerably reducing the multiple steps generally required. Amide formation is also observed for specific heterocyclic nitriles.
Synthesis of pipecolic acid and baikiain
Chang, Meng-Yang,Kung, Yung-Hua,Wu, Tsun-Chang
, p. 2365 - 2373 (2007/10/03)
A straightforward synthesis of pipecolic acid and baikiain was achieved from trans-(2S,4R)-4-hydroxyproline via the key steps of regioselective Baeyer-Villiger reaction. and ring-closing metathesis.
Highly enantioselective hydrogenation of exocyclic double bond of N-tosyloxazolidinones catalyzed by a neutral rhodium complex and its synthetic applications
Shen, Zengming,Lu, Xiyan,Lei, Aiwen
, p. 9237 - 9246 (2007/10/03)
A highly enantioselective synthesis of optically active N-tosyl-4-alkyl-1,3-oxazolidin-2-ones based on the asymmetric hydrogenation of the trisubstituted exocyclic double bond of N-tosyl-4-alkylidene-1,3-oxazolidin-2-ones under the catalysis of neutral [R
Peptidyl aldehyde inhibitors of calpain incorporating P2-proline mimetics
Donkor, Isaac O.,Korukonda, Rajani,Huang, Tien L.,LeCour Jr., Louis
, p. 783 - 784 (2007/10/03)
Four new peptidyl aldehydes bearing proline mimetics at the P2-position were synthesized and studied as inhibitors of calpain I, cathepsin B, and selected serine proteases. The ring size of the P2-constraining residue influenced the
Ketene-S,S-Acetals As 1,3-Dipolarophiles Towards Azides. A New Synthetic Entry Into Cyclic Amino Acids
Moss, William O.,Wakefield, Emma,Mahon, Mary F.,Molloy, Kieran C.,Bradbury, Robert H.,et al.
, p. 7551 - 7564 (2007/10/02)
Intramolecular azide cycloaddition reactions of ketene-S,S-acetals proceed to give a reactive imine as the initially-formed intermediate and this mechanism is supported by thermolysis of (18) which gave the stable imine (22).N-Acylation of this intermedia
