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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 16
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Original Articles

Highly Catalytic Enantioselective Epoxidation of Enones with Weak Base Bicarbonate and Hydrogen Peroxide

Chao-Shan Da Department of Biochemistry and Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou, China
,
Jie Wei Department of Biochemistry and Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou, China
,
Shou-Liang Dong Department of Biochemistry and Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou, China
,
Zhuo-Qun Xin Department of Biochemistry and Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou, China
,
Da-Xue Liu Department of Biochemistry and Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou, China
,
Zhao-Qin Xu Department of Biochemistry and Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou, China
&
Rui Wang Department of Biochemistry and Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou, China; State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, China
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Pages 2787-2792 | Received 12 Nov 2002, Published online: 19 Aug 2006
 
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Abstract

The weak basic bicarbonate-activated hydrogen peroxide is applied to the catalytic asymmetric epoxidation of the enones, and the catalyst polyleucine cannot be deteriorated and can successfully be reused in this asymmetric reaction. The ee value of the optically active epoxidation product is up to 95%.

Acknowledgment

We are greatly thankful to the National Natural Science Foundation of China (No. 29972016 and QT Program), the Teaching and Research Award Program for Outstanding Young Teachers in Higher Education Institutions of the Ministry of Education of China, and the Young Scientists' Fund of the Natural Science Foundation of Gansu (YS021-A23-008) for financial supports.

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Related Research Data

Biomimetic epoxidation in aqueous media catalyzed by cyclic dipeptides
Source: Taylor & Francis
Asymmetric Epoxidation of Electron-Deficient Alkenes
Source: John Wiley & Sons, Inc.

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