Helvetica Chimica Acta

Synthese von zwei natürlich vorkommenden Lactonen mit 10gliedrigen Ringen:(±)??Phoracantholid J und I

H Gerlach, P Künzler, K Oertle

Index: Gerlach,H. et al. Helvetica Chimica Acta, 1978 , vol. 61, p. 1226 - 1231

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Citation Number: 48

Abstract

Summary Two 10-membered ring lactones 7 and 11 from the metasternal secretion of the eucalypt longicorn Phoracuntha synonyma have been synthesized by the following method. Reaction of the dilithium derivative of 4-pentynoic acid (3) with 4-tetrahydropyranyloxy-1- pentylbromide (2), followed by removal of the protecting group and by esterification with diazomethane, gave methyl 9-hydroxy-4-decynoate (4; s. Scheme 1). Partial ...