1235454-35-9Relevant academic research and scientific papers
Kinetic resolution of secondary alcohols by NHC-catalyzed oxidative esterification
Desarkar, Suman,Biswas, Anup,Song, Chie Hoon,Studer, Armido
experimental part, p. 1974 - 1983 (2011/07/07)
Kinetic resolution of racemic secondary alcohols by oxidative esterification using carbene catalysis is described. Good to moderate selectivity has been achieved. N-Heterocyclic carbenes (NHCs) were systematically varied and several aldehydes were included in this study as acyl donors. As an oxidant, a readily available bisquinone-type system was used. Georg Thieme Verlag Stuttgart - New York.
Catalytic parallel kinetic resolution under homogeneous conditions
Duffey, Trisha A.,MacKay, James A.,Vedejs, Edwin
experimental part, p. 4674 - 4685 (2010/09/16)
(Figure Presented) Two complementary chiral catalysts, the phosphine 8d and the DMAP-derived ent-23b, are used simultaneously to selectively activate a mixture of two different achiral anhydrides as acyl donors under homogeneous conditions. The resulting activated intermediates 25 and 26 react with the racemic benzylic alcohol 5 to form enantioenriched esters (R)-24 and (S)-17 by fully catalytic parallel kinetic resolution (PKR). The aroyl ester (R)-24 is obtained with near-ideal enantioselectivity for the PKR process, but (S)-17 is contaminated by ca. 8% of the minor enantiomer (R)-17 resulting from a second pathway via formation of mixed anhydride 27 and its activation by 8d.
