Highly selective hydrolytic kinetic resolution of terminal epoxides catalyzed by chiral (salen) CoIII complexes. Practical synthesis of enantioenriched terminal epoxides …

…, BD Brandes, JF Larrow, M Tokunaga…

Index: Schaus, Scott E.; Brandes, Bridget D.; Larrow, Jay F.; Tokunaga, Makoto; Hansen, Karl B.; Gould, Alexandra E.; Furrow, Michael E.; Jacobsen, Eric N. Journal of the American Chemical Society, 2002 , vol. 124, # 7 p. 1307 - 1315

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Citation Number: 897

Abstract

The hydrolytic kinetic resolution (HKR) of terminal epoxides catalyzed by chiral (salen) CoIII complex 1⊙ OAc affords both recovered unreacted epoxide and 1, 2-diol product in highly enantioenriched form. As such, the HKR provides general access to useful, highly enantioenriched chiral building blocks that are otherwise difficult to access, from inexpensive racemic materials. The reaction has several appealing features from a ...

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