Synthesis of unsymmetrical benzil licoagrodione |
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Authors: | Worayuthakarn Rattana Boonya-udtayan Sasiwadee Arom-oon Eakarat Ploypradith Poonsakdi Ruchirawat Somsak Thasana Nopporn |
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Institution: | Laboratory of Medicinal Chemistry, Chulabhorn Research Institute, Laksi, Bangkok 10210, Thailand. |
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Abstract: | A synthesis of unsymmetrical 1,2-diarylethane-1,2-dione is reported involving the intramolecular cyclization of anionic benzylic ester of the aryl benzyl ether followed by oxidation employing dioxirane. With the use of microwave irradiation, licoagrodione was prepared from Claisen rearrangement of the corresponding allyl phenyl ether 1,2-diketone readily available from the Lindlar's reduction of the corresponding alkyne derivative. Subsequent removal of protecting groups then furnished the desired product. |
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