@article{17e0027786c64e7ab10b765e9bcd0cc8,
title = "Enantioselective synthesis of heliannuol E; structural consideration of natural molecule",
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.",
keywords = "Allelopathy, Heliannuol E, Helianthus annuus L. cv. SH-222, Phenolic oxidation, Ring expansion, Spirodienone",
author = "Fuminao Doi and Takahisa Ogamino and Takeshi Sugai and Shigeru Nishiyama",
note = "Funding Information: This work was supported by Grant-in-Aid for the 21st Century COE program {\textquoteleft}KEIO Life Conjugate Chemistry{\textquoteright} from the Ministry of Education, Culture, Sports, Science, and Technology, Japan, as well as Keio Gijyuku Fund for the Advancement of Education and Research. The authors are indebted to Dr. M. Tsuchimoto and Mr. N. Kutsumura for the X-ray crystallographic analysis.",
year = "2003",
month = jun,
day = "23",
doi = "10.1016/S0040-4039(03)01094-3",
language = "English",
volume = "44",
pages = "4877--4880",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "26",
}