205380-73-0Relevant academic research and scientific papers
Diversity oriented and chemoenzymatic synthesis of densely functionalized pyrrolidines through a highly diastereoselective Ugi multicomponent reaction
Cerulli, Valentina,Banfi, Luca,Basso, Andrea,Rocca, Valeria,Riva, Renata
experimental part, p. 1255 - 1274 (2012/03/07)
A highly diastereoselective Ugi reaction involving a chiral cyclic imine, two enantiomerically pure isocyanides and various carboxylic acids was employed for the synthesis of polyfunctionalized pyrrolidines. Both chiral substrates have been efficiently prepared by chemoenzymatic methodologies from readily available achiral substrates. This highly convergent approach can find an application in the fragment-based drug discovery process. The Royal Society of Chemistry 2012.
Optically active γ-hydroxy sulfone Julia reagents for the synthesis of peptidyl olefin peptidomimetics
Mirilashvili, Sima,Chasid-Rubinstein, Naama,Albeck, Amnon
scheme or table, p. 3461 - 3464 (2009/04/14)
Peptidyl olefin peptidomimetics serve as biologically active compounds or as intermediates for other peptidyl isosteres. We developed a chemoenzymatic stereoselective approach to optically active γ-hydroxy sulfones to be assembled into peptidyl olefins by the Julia reaction. Key enzymatic hydrolysis of prochiral diesters to the corresponding hydroxy esters introduces optical activity. The sequence of the subsequent chemical reactions, either protection-hydrolysis-functionalization or functionalization-hydrolysis- protection, determines the absolute stereochemistry of the final sulfone building block. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Chemoenzymatic synthesis of enantiomerically enriched α-chiral 3-oxy-propionaldehydes by lipase-catalyzed kinetic resolution and desymmetrization
Wiktelius, Daniel,Larsson, Emma K.,Luthman, Kristina
, p. 2088 - 2100 (2007/10/03)
Enantiomerically enriched phenylalanine- and leucine aldehyde analogues have been prepared by lipase catalyzed desymmetrization or kinetic resolution of 1,3-propanediol derivatives as key steps. Observations of unusual enantioselectivity were made, and mo
Synthesis of (S)-(+)-α-methoxymethyldihydrocoumarin: Absolute configuration of the reduced product in enantioselective radical-mediated reduction
Murakata, Masatoshi,Tsutsui, Hideyuki,Hoshino, Osamu
, p. 517 - 522 (2007/10/03)
(S)-(+)-α-Methoxymethyldihydrocoumarin was synthesized starting from (R)-2-benzyl-3-hydroxypropyl acetate. Consequently, the absolute configuration of the reduced product obtained by radical-mediated reduction of α-iodo-α-methoxymethyldihydrocoumarin was
