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Title: Epoxide hydrolase-catalyzed enantioselective synthesis of chiral 1,2-diols via desymmetrization of meso-epoxides. lzhao@diversa.com. Author: Zhao L, Han B, Huang Z, Miller M, Huang H, Malashock DS, Zhu Z, Milan A, Robertson DE, Weiner DP, Burk MJ. Journal: J Am Chem Soc; 2004 Sep 15; 126(36):11156-7. PubMed ID: 15355089. Abstract: The discovery, from nature, of a diverse set of microbial epoxide hydrolases is reported. The utility of a library of epoxide hydrolases in the synthesis of chiral 1,2-diols via desymmetrization of a wide range of meso-epoxides, including cyclic as well as acyclic alkyl- and aryl-substituted substrates, is demonstrated. The chiral (R,R)-diols were furnished with high ee's and yields. The discovery of the first microbial epoxide hydrolases providing access to complementary (S,S)-diols is also described.[Abstract] [Full Text] [Related] [New Search]