87118-66-9Relevant academic research and scientific papers
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
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.
