Intramolecular cyclization of (. omega.-carboxyalkyl) sulfonium salts. A novel synthesis of macrocyclic lactones

H Matsuyama, T Nakamura…

Index: Matsuyama, Haruo; Nakamura, Takako; Kamigata, Nobumasa Journal of Organic Chemistry, 1989 , vol. 54, # 22 p. 5218 - 5223

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Citation Number: 40

Abstract

Synthesis of Sulfur-Containing Macrocyclic Lactones. The lactonization of 3a was carried out in dichloromethane in the presence of potassium carbonate as a base under reflux conditions to give sulfur-containing 17-membered lactone 13a and diolide 14a (R= H) in 19% and 31% yields, respectively. On the other hand, under high-dilution conditions in acetone, the desired lactone 13a was obtained in good yield (86%) and the formation of