Release Time:2019-03-12  Hits:

Indexed by: Journal Article

Date of Publication: 2017-02-03

Journal: ORGANIC LETTERS

Included Journals: PubMed、SCIE

Volume: 19

Issue: 3

Page Number: 448-451

ISSN: 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.