Helvetica chimica acta

Eine neue Synthese von (±)??Dihydrorecifeiolid

B Milenkov, M Hesse

Index: Milenkov, Branimir; Hesse, Manfred Helvetica Chimica Acta, 1986 , vol. 69, p. 1323 - 1330

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Citation Number: 15

Abstract

Ethyl I-(2'-formylethyl)-2-oxocyclooctane-l-carboxylate (2) prepared by Michuel reaction of ethyl 2-0x0-cyclooctane-I-carboxylate (1) was regioselectively methylated at the aldehyde group with (CH,) 2TI [OCH (CH3) 2] 2 to give 3 (Scheme, 1). The alcohol 3 was trcatcd with Hu4NF to give the deethoxycarbonylated product 4 which by distillation gave the bicyclic enol ether 5. Oxidation (m-chloroperbenzoic acid) of 5 and reduction of the resulting ...