Adriadysiolide, the first monoterpenoid isolated from a marine sponge

I Mancini, G Guella, A Guerriero, A Boldrin…

Index: Mancini, Ines; Guella, Graziano; Guerriero, Antonio; Boldrin, Alfredo; Pietra, Francesco Helvetica Chimica Acta, 1987 , vol. 70, p. 2011 - 2018

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Citation Number: 9

Abstract

Abstract Spectra and chemical transformations allow to establish the gross structure 6, 7- epoxy-4, 7-dimethyl-l-oxa-spiro [4.4] non-3-en-2-one for adriadysiolide (1), the first monoterpenoid isolated from a marine sponge, a Dysidea sp. of the Adriatic Sea. Its configuration 5R*, 6S*, 7S* as given in 1a is derived from diastereoselective total syntheses of both 1a and its diastereoisomer 1bvia stereochemically predictable peracid ...