Copper Ion-Induced Activation and Asymmetric Benzoylation of 1,2-Diols: Kinetic Chiral Molecular Recognition

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• 作者：Yoshihiro Matsumura ; Toshihide Maki ; Sachie Murakami ; and Osamu Onomura
• 刊名：Journal of the American Chemical Society
• 出版年：2003
• 出版时间：February 26, 2003
• 年：2003
• 卷：125
• 期：8
• 页码：2052 - 2053
• 全文大小：47K
• 年卷期：v.125,no.8(February 26, 2003)
• ISSN：1520-5126

文摘

New catalytic ability of copper(II) ion has been exploited for monobenzoylation of 1,2-diols. The catalyst can be readily modified by ligation to acquire higher stereoselectivity. Highly effective kinetic resolution of dl-1,2-diols was achieved. The enantiodiscrimination process was clearly shown to be controlled by the kinetics of acylation of dl-1,2-diols. The catalytic method was successfully applied to asymmetric desymmetrization of meso-hydrobenzoin.