Helvetica Chimica Acta

Eine neuartige Fragmentierung bicyclischer Enoläther Verfahren zur Darstellung macrocyclischer Lactone

J Becker, G Ohloff

Index: Becker,J.; Ohloff,G. Helvetica Chimica Acta, 1971 , vol. 54, p. 2889 - 2895

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Citation Number: 35

Abstract

Abstract Vicinal α-hydroperoxy-tetrahydropyranyl ethers annelated to cyclododecane are smoothly converted by homolytic fission in about 75% yield to a mixture of the macrocyclic lactones 3, 4, and 5. Based on this observation, an economically feasible synthesis of Exaltolide 1 (> 65% yield) has been developed. The mechanism of this new β-fragmentation reaction is discussed.

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A simple new general synthesis of macrocyclic ketones: A new...

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