ChemInform Abstract: Excellent Stereocontrol in Intramolecular Buchner Cyclizations and Subsequent Cycloadditions; Stereospecific Construction of Polycyclic Systems.
Abstract
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ChemInform Abstract
Rh(II)-catalyzed decomposition of the α-diazo ketones (III) results in an efficient intramolecular carbenoid addition to the aromatic ring to furnish the azulenone derivatives (IV) with excellent diastereocontrol. The norcaradiene forms of these azulenones are trapped efficiently with triazolinedione (V) to furnish the pentacyclic systems (VI) as a single diastereomer in each case. The pentacyclic systems (VI) can also be prepared in a highly stereoselective tandem cyclization-cycloaddition process.
