865086-29-9Relevant academic research and scientific papers
Enzymatic synthesis of enantiomerically pure β-amino ketones, β-amino esters, and β-amino alcohols with Baeyer-Villiger monooxygenases
Rehdorf, Jessica,Mihovilovic, Marko D.,Fraaije, Marco W.,Bornscheuer, Uwe T.
experimental part, p. 9525 - 9535 (2010/11/04)
The enzymatic kinetic resolution of a broad set of β-amino ketones was investigated by using a collection of 16 Baeyer-Villiger monooxy-genases from different bacterial origins, which display various substrate specificities. Within this platform of enzymes excellentenantion selectivities (E >200) were found towards aliphatic and aromatic 4-amino-2-ketones, and some enzymes even showed opposite enantioselectivity. The intermediate β-aminoalkyl acetates underwent auto hydrolysis yielding optically pure β-amino alcohols, which are key intermediates in the synthesis of natural products and bioactive compounds of high interest for the pharmaceutical industry. Further more, in some cases the abnormal esters were formed.
CHIRAL AMINE-CATALYZED ASYMMETRIC ADDITION OF CARBON-CENTERED NUCLEOPHILES TO IMINES
-
Page/Page column 33, (2010/11/25)
The present invention relates to an asymmetric synthesis useful for preparing compounds useful for the treatment of cardiovascular diseases and for studying the role of motor proteins in cell cycle progression.
Asymmetric Mannich reaction of dicarbonyl compounds with α-amido sulfones catalyzed by cinchona alkaloids and synthesis of chiral dihydropyrimidones
Lou, Sha,Dai, Peng,Schaus, Scott E.
, p. 9998 - 10008 (2008/04/05)
(Chemical Equation Presented) The highly enantioselective cinchona alkaloid-catalyzed Mannich reaction of dicarbonyl compounds with α-amido sulfones as acyl imine precursors is described. The reaction requires 10 mol % of the cinchona alkaloid catalyst, w
Asymmetric Mannich reactions of β-keto esters with acyl imines catalyzed by cinchona alkaloids
Lou, Sha,Taoka, Brandon M.,Ting, Amal,Schaus, Scott E.
, p. 11256 - 11257 (2007/10/03)
Cinchona alkaloids catalyze the enantioselective Mannich reaction of β-keto esters with acyl aryl imines. The reaction requires 10 mol % of cinchonine or cinchonidine. The reaction products are obtained in good yields (81-99%), high enantioselectivities (
