Abstract

A new approach to a chiral tetrahydronaphthalene precursor for the decalin portion of (+)-compactin is disclosed. The strategy utilises two key steps: a boron-catalysed diastereoselective annulation reaction to a key dioxaborin ester which was then transformed to a dioxaphosphinin-2-oxide for use in a diastereoselective S N2 reaction affording the two substituents at C-1 and C-2 with the cis stereochemistry required in a (+)-compactin skeleton.

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