87118-55-6Relevant academic research and scientific papers
Organotextile catalysis
Lee, Ji-Woong,Mayer-Gall, Thomas,Opwis, Klaus,Song, Choong Eui,Gutmann, Jochen Stefan,List, Benjamin
, p. 1225 - 1229 (2013/09/24)
Throughout human history, textiles have been integral to daily life, but their exploration in catalysis has been rare. Herein, we show a facile and permanent immobilization of organocatalysts on the textile nylon using ultraviolet light. The catalyst and
CINCHONA-BASED BIFUNCTIONAL ORGANOCATALYSTS AND METHOD FOR PREPARING CHIRAL HEMIESTERS USING THE SAME
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Page/Page column 20; 25, (2011/09/20)
The present invention relates to cinchona-based bifunctional organocatalysts and methods for preparing chiral hemiesters using the same. More specifically, the present invention relates to methods for preparing chiral hemiesters from prochiral or meso cyclic acid anhydrides via desymmetrization, using bifunctional cinchona alkaloid catalysts comprising sulfonamide functional groups.
Enantioselective alcoholysis of meso-glutaric anhydrides catalyzed by Cinchona-based sulfonamide catalysts
Park, Sang Eun,Nam, Eun Hye,Jang, Hyeong Bin,Oh, Joong Suk,Some, Surajit,Lee, Yong Seop,Song, Choong Eui
supporting information; scheme or table, p. 2211 - 2217 (2010/11/19)
The bifunctional Cinchona-based sulfonamide catalysts showed the highest levels of enantioselectivity reported to date in the alcoholytic desymmetrization of meioglutaric anhydrides. Density functional theory (DFT) computational studies provide detailed insight into the observed sense of enantioselectivity. Moreover, detailed experimental studies and single crystal X-ray analysis confirmed that these bifunctional organocatalysts 3 do not form Hbonded self-aggregates in both solution and solid state. The synthetic utility of this methodology was also demonstrated in the synthesis of pharmaceutically important γ-amino acids, such as (S)-pregabalin. Of the many asymmetric syntheses of enantiomerically pure (S)-pregabalin reported to date, our synthesis requires the least number of and the simplest steps.
Toward the total synthesis of lophotoxin - New methodologies and synthetic strategies
Wipf, Peter,Grenon, Michel
, p. 1226 - 1241 (2007/10/03)
Our recent progress toward the synthesis of the furanocembranolide lophotoxin (1) is disclosed. Strategies for the stereoselective incorporation of the C13 stereocenter by a catalytic desymmetrization of a cyclic meso-anhydride, as well as a no
Substrate modification as a means of enhancing the enantioselectivity of microbial reductions of β-keto esters. An (R)- or (S )-1,3,5-trihydroxypentane synthon
Brooks, Dee W.,Kellogg, Rosemary P.,Cooper, Curt S.
, p. 192 - 196 (2007/10/02)
The enantioselectivity of yeast-mediated reduction of 5-(benzyloxy)-3-oxopentanoate esters can be optimized by simple selection of a suitable ester alkoxy group. The resulting chiral 5-(benzyloxy)-3-hydroxypentanoates with > 95% ee can serve as either an (R)- or (S)-1,3,5-trihydroxypentane synthon for asymmetric syntheses. The synthesis of a key optically active intermediate for (S)-(-)-lipoic acid is provided as an example.
A CONVERGENT SYNTHETIC STRATEGY FOR THE POLYENE MACROLIDE PIMARICIN
Brooks, Dee W.,Palmer, James T.
, p. 3059 - 3062 (2007/10/02)
The synthesis of two chiral fragments representing C1-11 and C12-25 of the polyene macrolide pimaricin from dimethyl 3-hydroxyglutarate is described.
