Aryl-β-C-glucosidation using glucal boronate: application to the synthesis of tri-O-methylnorbergenin |
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| Authors: | Shigeki Sakamaki Eiji Kawanishi Sumihiro Nomura Tsutomu Ishikawa |
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| Institution: | 1. Medicinal Chemistry Research Laboratory, Mitsubishi Tanabe Pharma Corporation, 2-2-50 Kawagishi, Toda, Saitama 335-8505, Japan;2. Graduate School of Pharmaceutical Sciences, Chiba University, 1-8-1 Inohana, Chuo, Chiba 260-8675, Japan |
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| Abstract: | Novel aryl-β-C-glucosidation method using glucal boronate was developed. This protocol can offer several advantages including use of non-toxic, easily handling glucal boronate as a crystalline solid and storable at room temperature for several months. Tri-O-methylnorbergenin (8,10-di-O-methylbergenin), an anti-HIV active bergenin derivative, was concisely synthesized by application of the aryl-β-C-glucosidation method. |
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