Issue 24, 1999

Intramolecular Diels–Alder reaction in 1-oxaspiro[2.5]octa-5,7-dien-4-one and sigmatropic shifts in excited states: novel route to sterpuranes and linear triquinanes: formal total synthesis of (±)-coriolin

Abstract

A novel, stereoselective synthesis of sterpuranes and coriolin via modulation of the photochemical reactivity of a tricyclic system having a β,γ-enone chromophore, which was assembled via intramolecular π4s + π2s cycloaddition of 1-oxaspiro[2.5]octa-5,7-dien-4-ones, is presented.

Article information

Article type
Paper

Chem. Commun., 1999, 2519-2520

Intramolecular Diels–Alder reaction in 1-oxaspiro[2.5]octa-5,7-dien-4-one and sigmatropic shifts in excited states: novel route to sterpuranes and linear triquinanes: formal total synthesis of (±)-coriolin

V. Singh and S. Q. Alam, Chem. Commun., 1999, 2519 DOI: 10.1039/A908223I

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