Dichlorocarbene adducts of alkyl enol ethers as precursors to furans: application to a total synthesis of the furanosesquiterpene (±)-pallescensin A

JS Foot, AT Phillis, PP Sharp, AC Willis, MG Banwell

Index: Foot, Jonathan S.; Phillis, Andrew T.; Sharp, Phillip P.; Willis, Anthony C.; Banwell, Martin G. Tetrahedron Letters, 2006 , vol. 47, # 38 p. 6817 - 6820

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Citation Number: 24

Abstract

Pallescensin A was first obtained from the marine sponge Disidea pallescens 6 and it is likely to be biogenetically derived from a furanoid mono-cyclofarnesane precursor. It has been suggested that the compound is involved in the defensive mechanisms employed by opisthobranch molluscs, which concentrate such sponge metabolites in their skin and then release them when they come under attack. 3 The absolute configuration of compound 1 was established by ...