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Communication | Regular issue | Vol 43, No. 9, 1996, pp.1859-1862
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7539
A Facile Synthesis of Nine- and Ten-membered Cyclic Ethers Utilizing Intramolecular endo-Mode Cyclization of the Cojugated Allenyl Ketones

Woo Song Lee, Norio Nakazawa, Motoo Shiro, and Yoshimitsu Nagao*

*Faculty of Pharmaceutical Sciences, University of Tokushima, Sho-machi, Tokushima 770-8505, Japan

Abstract

Intramolecular endo-mode cyclization reactions of the conjugated allenyl ketones (3) and (4) were carried out in the presence of BF3·OEt2, B(CF3SO3)3, and CF3SO3H in CH2Cl2 to give the corresponding nine- and ten-membered cyclic ethers (5-7) as crytalline compounds in satisfactory yields. The structure of 6 was confirmed by its X-ray crystallographic analysus.