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ChemInform Abstract

A model (IV) of the ABC rings of the oleananes is prepared using a very selective cyclization of the acetal (II) as key step. The steric hindrance by the ketone function at C-4 in (IV) allows a direct geminal dimethylation at this position. The general strategy is assumed to be transferable to the preparation of 18α(H)-oleanane (VIII) and analogues.