Synthesis of sesquiterpene antitumor lactones. 9. The hydronaphthalene route to pseudoguaianes. Total synthesis of (.+-.)-confertin

CH Heathcock, EG DelMar…

文献索引：Heathcock; DelMar; Graham Journal of the American Chemical Society, 1982 , vol. 104, # 7 p. 1907 - 1917

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被引用次数: 65

摘要

Abstract: The feasibility of using hydronaphthalene precursors for the synthesis of pseudoguaianes has been examined. The dimethyldecalyl tosylate 13 was prepared as shown in Scheme 11. Its solvolysis was studied in methanol and in buffered acetic acid. In methanol, 13 gives keto ether 14, enone 15, and cyclopropyl ketone 16. In acetic acid, the products are 15 and 16. In neither solvent is any hydroazulenone produced. The desoxy ...