Abstract
Cycloaddition of N-sulphinylanilines to 1,4-epoxy-1,4-dihydronaphthalenes yields 7,12-epoxy-6a,7,12,12a-tetrahydro-5H-6-thia-5-azabenz[a]anthracene 6-oxides. Positional isomerism may arise in the adducts from unsymmetrical substitution in the reactants; diastereoisomerism occurs owing to the chirality created at sulphur by the cycloaddition. The structures and isomeric preferences of the various adducts are elucidated and their reactions to give the title heterocycles and other products are described.
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More From: Journal of the Chemical Society, Perkin Transactions 1
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