Reversal of the Diastereoselectivity in a Sequence of Cycloaddition Reactions: [2+2+2], Ene Type, [4+2]. A Totally Stereoselective Access to the Basic Skeleton of the Kaurane Family.

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Abstract
A dramatic synergic influence of substituents present in the allylic endocyclic position of the methylenecyclopentane unit and of a carbonyl group on the tether enabled, for the first time, a totally stereoselective access to the basic skeleton of the kaurane family via a sequence of cyclizations: a [2+2+2] cyclotrimerization, an ene type reactions and an intramolecular [4+2] reaction.

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