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Enantioselective alpha-Hydroxylation by Modified Salen-Zirconium(IV)-Catalyzed Oxidation of beta-Keto Esters

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Indexed by:期刊论文

Date of Publication:2017-02-03

Journal:ORGANIC LETTERS

Included Journals:SCIE、PubMed

Volume:19

Issue:3

Page Number:448-451

ISSN No.:1523-7060

Abstract:The highly enantioselective alpha-hydroxylation of beta-keto esters using cumene hydroperoxide (CHP) as the oxidant was realized by a chiral (1S,2S)-cyclohexanediamine backbone salen-zirconium(IV) complex as the catalyst. A variety of corresponding chiral alpha-hydroxy beta-keto esters were obtained in excellent yields (up to 99%) and enantio-selectivities (up to 98% ee). The zirconium-catalyzed enantioselective alpha-hydroxylation of beta-keto esters was scalable, and the zirconium catalyst was recyclable. The reaction can be performed in gram scale, and corresponding chiral products were acquired in 95% yield and 99% ee.

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