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Communication | Regular issue | Vol 31, No. 2, 1990, pp.215-218
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5258
Alkylative Lactonization of γ,δ-Unsaturated Esters with α-Chloro Sulfides. A Concise Synthesis of the Monoterpene Lactone from Chrysanthemum flosculosum L.

Hiroyuki Ishibashi,* Hiroshi Nakatani, Taru Su So, Toyokazu Fujita, and Masazumi Ikeda

*Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607-8414, Japan

Abstract

The γ,δ-unsaturated ester 1, on being treated with α-chloro sulfides 2 in the presence of SnCl4, underwent an alkylative lactonization to give the δ-lactones 3. This method was applied to the synthesis of the monoterpene lactone 4 isolated from Crysanthemum flosculosum L.