ORGN 111 |
(S)-Selective dynamic kinetic resolution of secondary alcohols by combination of subtilisin and an aminocyclopentadienylruthenium complex as the catalysts
| Han Ki Lee and Mahn Joo Kim. Department of Chemistry, Division of Molecular and Life Sciences, Pohang University of Science and Technology, San-31 Hyojadong, Pohang, 790-784, South Korea |
| We are developing new methods using enzyme-metal combos as catalysts for dynamic kinetic resolution (DKR) of racemic alcohols and amines. So far, all the reported methods based on enzyme-metal combos employ lipase as a resolving catalyst and provide only the products of (R)-configuration in the case that simple secondary alcohols are resolved. We now wish to present a complementary method employing subtilisin as the resolving catalyst for the products of (S)-configuration. Our complementary DKR reactions are performed with a racemic secondary alcohol, subtilisin, a Ru complex, and an acylating agent in THF at room temperature. More than ten different alcohols have been successfully resolved with good yields and high optical purities. 
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Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Materials, Molecular Recognition
8:00 PM-10:00 PM, Sunday, August 22, 2004 Pennsylvania Convention Center -- Hall D, Poster
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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