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ChemInform Abstract: Synthetic Studies Towards Paspalicine: Preliminary Investigations, and the Synthesis of 3′,4′,7′,7′a,9′,10′,11′,11′a-Octahydro-4′,4′,7′a- trimethylspiro(1,3-dioxolane)-2,8′(6′H)-2′H-3′,5′a-epoxynaphth(2,1-b) oxepin-2′-one.
First published: November 19, 1991
Abstract
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ChemInform Abstract
The treatment of the diol (I) with MCPBA leads to formation of the pyrone (II) which spontaneously undergoes cyclization to give the . beta.-pyrone ketal (III). This rearrangement offers an efficient alternative route to prepare the title compound (XII), which resembles rings D-G of paspalicine 1 with the correct relative stereochemistry.
