Tetrahedron

Intramolecular diels-alder reactions of diester-tethered trienes. synthesis of medium ring-containing carbocycles and heterocycles

D Craig, MJ Ford, RS Gordon, JA Stones, AJP White…

Index: Craig, Donald; Ford, Mark J.; Gordon, Richard S.; Stones, James A.; White, Andrew J. P.; Williams, David J. Tetrahedron, 1999 , vol. 55, # 52 p. 15045 - 15066

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Citation Number: 6

Abstract

Intramolecular Diels-Alder reactions of cyclohexane-1, 2-dicarboxylic anhydride-derived diester-tethered trienes are described. The stereoselectivities of most of the cycloaddition processes studied may be rationalised in terms of an preferred 'inside'-oriented diene giving rise to an endo-transition state.