Australian Journal of Chemistry

N-Aryl Atropisomerism Induces Facial Selectivity in Benzonitrile Oxide Cycloadditions with Exocyclic Methylene Benzosultams

SJ Ryan, CL Francis, GP Savage

Index: Ryan, Sarah J.; Francis, Craig L.; Paul Savage Australian Journal of Chemistry, 2013 , vol. 66, # 8 p. 874 - 881

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Citation Number: 4

Abstract

Abstract N-aryl methylene benzo-fused sultams (2, 3-dihydrobenzo [d] isothiazole 1, 1- dioxides) underwent [3+ 2] cycloaddition with benzonitrile oxide to give 5-spiro isoxazoline adducts with complete regioselectivity. Steric hindrance by atropisomerism around the N- aryl bond induced facial selectivity in these cycloadditions.