• Title/Summary/Keyword: Halohydrin

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Halogenated Cleavage of Epoxides into Halohydrins in the Presence of a Series of Diamine Podands as Catalyst with Elemental Idoine and Bromine

  • Sharghi, Hashem;Paziraee, Zahra;Niknam, Khodabakhsh
    • Bulletin of the Korean Chemical Society
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    • v.23 no.11
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    • pp.1611-1615
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    • 2002
  • The ring opening of epoxides with elemental iodine and bromine in the presence of three diamine podands 7-9 as new catalysts affords vicinal iodo alcohols and bromo alcohols in high yields. This new procedure occurs regioselectively under neutral and mild conditions in various aprotic solvents even when sensitive functional groups are presented.

Biocatalysis and Biotransformation for the Production of Chiral Epoxides (바이오촉매 및 생물전환을 이용한 광학활성 에폭사이드 제조)

  • Kim, Hee-Sook;Lee, Ok-Kyung;Lee, Eun-Yeol
    • Journal of Life Science
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    • v.15 no.5 s.72
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    • pp.772-778
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    • 2005
  • Chiral epoxides are important chiral synthons in organic synthesis for the production of chiral pharmaceuticals and functional food additives. Chiral epoxides can be synthesized by enantioselective introduction of oxygen to double bond of substrate by monooxygenase. Peroxidase also carry out asymmetric epoxidation of alkene in the presence of hydrogen peroxide. Kinetic resolution of racemic epoxides via enantioselective hydrolysis reaction by epoxide hydrolase (EH) is a very promising method since chiral epoxides with a high optical purity can be obtained from cheap and readily available racemic epoxides. In this review, various biocatalytic approaches for the production of chiral epoxides with several examples are presented and their commercial potential is discussed.