Synlett

A Cautionary Tale in Decanolide Synthesis

TJ Simpson, F Soulas, CL Willis

Index: Simpson, Thomas J.; Soulas, Florilene; Willis, Christine L. Synlett, 2008 , # 14 p. 2196 - 2198

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Citation Number: 4

Abstract

Abstract An efficient convergent approach to the synthesis of the novel dioxolenone alcohol 3 is described and on thermolysis of 3 a macrodiolide, 12, was obtained via an intermediate β-acyl ketene. Macrodiolide 16 was obtained on thermolysis of the known dioxolenone alcohol 2 rather than the decanolide, diplodialide A.