1074-75-5Relevant articles and documents
AZETIDIN-3-YLMETHANOL DERIVATIVES AS CCR6 RECEPTOR MODULATORS
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Page/Page column 187; 190, (2021/11/06)
The present invention relates to compounds of Formula (I), their synthesis and use as CCR6 receptor modulators for the treatment or prevention of various diseases, conditions or disorders.
Indolizinones as synthetic scaffolds: Fundamental reactivity and the relay of stereochemical information
Hardin Narayan, Alison R.,Sarpong, Richmond
supporting information; experimental part, p. 70 - 78 (2012/01/04)
Indolizinones are under-explored N-heterocycles that react with exquisite chemo- and stereoselectivity. An exploration of the fundamental reactivity of these azabicycles demonstrates the potential to relay stereochemical information from the ring-fusion to newly formed stereocenters on the bicyclic core. The indolizinone diene undergoes selective hydrogenation and readily participates in Diels-Alder cycloadditions as well as ene reactions. The vinylogous amide embedded in the five-membered ring is resistant to reaction when the diene is in place. However, removal of the diene allows for diastereoselective hydrogenation of, and 1,4-additions to, the vinylogous amide. These fundamental reactions with indolizinones have provided a structurally diverse array of products that hold promise in the context of natural product synthesis.
An enzymatic toolbox for the kinetic resolution of 2-(Pyridin-x-yl)but-3- yn-2-ols and tertiary cyanohydrins
Nguyen, Giang-Son,Kourist, Robert,Paravidino, Monica,Hummel, Anke,Rehdorf, Jessica,Orru, Romano V. A.,Hanefeld, Ulf,Bornscheuer, Uwe T.
supporting information; experimental part, p. 2753 - 2758 (2010/07/06)
The kinetic resolution of a series of acetates of tertiary alcohols bearing a nitrogen substituent has been studied by using several recombinant carboxyl esterases and variants thereof expressed in E. coli. Most of the enzymes were active in the conversion of these tertiary alcohols and excellent enantioselectivities were achieved in the synthesis of three 2-(pyridin-x-yl)but-3-yn-2-ols with the nitrogen atom in the pyridine ring in the 2′-, 3′-, and 4′-positions. The resolution of tertiary cyanohydrins proved to be more difficult as the enantioselectivity of the enzymes was generally lower. Nevertheless, (S)-1-cyano-2,2,2-trifluoro-1- phenylethyl acetate was obtained with 99% ee. The results show that the limited substrate range of the individual enzymes in the synthesis of a series of tertiary alcohols can be efficiently overcome by using a combination of different enzymes.
