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Enzymatic synthesis of optically active α-chloro-δ-hydroxy-β-ketoalkanephosphonates and reactions thereof
Authors:Chengfu Xu
Institution:Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 354 Fenglin Lu, Shanghai 200032, China.
Abstract:A novel and enzymatic approach to α-chloro-δ-hydroxy-β-ketoalkanephosphonates was developed via enantioselective CALB-catalyzed acetylation and CRL-catalyzed hydrolysis. The resultant optically active compounds provide, via Horner-Wadsworth-Emmons (HWE) reaction, chiral α,β-unsaturated ketones that are building block with potential application in organic synthesis.
Keywords:Horner-Wadsworth-Emmons (HWE) reaction  α-Chloro-δ-hydroxy-β-ketoalkanephosphonates  Candia Antartic lipase B (CALB)  Crude Candia Rugosa lipase (CRL)  Acetylation  Hydrolysis  α  β-Unsaturated ketones
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