220200-44-2Relevant academic research and scientific papers
Catalytic antibody route to the naturally occurring epothilones: Total synthesis of epothilones A-F
Sinha, Subhash C.
, p. 1691 - 1702 (2007/10/03)
Naturally occurring epothilones have been synthesized starting from enantiomerically pure aldol compounds 9-11, which were obtained by antibody catalysis. Aldolase antibody 38C2 catalyzed the resolution of (±)-9 by enantioselective retro-aldol reaction to afford 9 in 90% ee at 50% conversion. Compounds 10 and 11 were obtained in more than 99% ee at 50% conversion by resolution of their racemic mixtures using newly developed aldolase antibodies 84G3, 85H6 or 93F3. Compounds 9, 10 and 11 were resolved in multigram quantities and then converted to the epothilones by metathesis processes, which were catalyzed by Grubbs' catalysts.
The kinetic resolution of allylic alcohols by a non-enzymatic acylation catalyst; application to natural product synthesis
Bellemin-Laponnaz, Stephane,Tweddell, Jennifer,Ruble, J. Craig,Breitling, Frank M.,Fu, Gregory C.
, p. 1009 - 1010 (2007/10/03)
A planar-chiral DMAP derivative is shown to serve as an effective catalyst for the kinetic resolution of allylic alcohols; to illustrate its practical utility, the catalyst is applied to the resolution of two alcohols that have been employed as intermedia
