Enantioselective synthesis of heliannuol E; structural consideration of natural molecule |
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| Authors: | Fuminao DoiTakahisa Ogamino Takeshi SugaiShigeru Nishiyama |
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| Institution: | Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan |
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| Abstract: | Heliannuol E 1, isolated from Helianthus annuus L. cv. SH-222, was successfully synthesized in both optically active forms, by novel ring-expansion reaction of the corresponding spirodienone derivatives 8 and 17, which were produced from 7 and 16 under anodic oxidation conditions. The absolute structure of the natural product was determined to have R-configuration at the benzylic position. |
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| Keywords: | heliannuol E Helianthus annuus L cv SH-222 allelopathy phenolic oxidation ring expansion spirodienone |
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