Chemo??and Stereodivergent Preparation of Terminal Epoxides and Bromohydrins through One??Pot Biocatalysed Reactions: Access to Enantiopure Five??and Six?? …

…, AA Orden, M Kurina??Sanz, I Lavandera…

Index: Bisogno, Fabricio R.; Cuetos, Anibal; Orden, Alejandro A.; Kurina-Sanz, Marcela; Lavandera, Ivan; Gotor, Vicente Advanced Synthesis and Catalysis, 2010 , vol. 352, # 10 p. 1657 - 1661

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Citation Number: 18

Abstract

Abstract Different enantiopure terminal epoxides or bromohydrins have chemoselectively been synthesised in one-pot starting from the corresponding α-bromo ketones through alcohol dehydrogenase (ADH)-catalysed processes adding an organic co-solvent and tuning appropriately the medium pH and the temperature. Thus, at neutral pH enantiopure bromohydrins were obtained while using basic conditions (pH 9.5–10) epoxides were ...