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Communication | Regular issue | Vol 32, No. 5, 1991, pp.863-866
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5724
A Novel Approach to Quaternary Substituted Chiral Cyclobutanes. A Formal Enantioselective Total Synthesis of 1,3-Dioxole Pheromone, (-)-Frontalin

Hideo Nemoto, Toshie Yamada, Hiroki Ishibashi, Junko Takazawa, and Keiichiro Fukumoto*

*Faculty Institute Sciences, Tohoku University, Aramaki, Aoba-ku, sendai 980-8578, Japan


A novel synthesis of the quaternary substituted chiral cyclobutanone (9) was achieved by the concerted ring expansion of the chiral cyclopropyl epoxide (8) which lead to a formal total synthesis of (-)-frontalin (14).