958755-08-3Relevant academic research and scientific papers
Benzonitrile oxide cycloadditions with exocyclic methylene benzothiazepine dioxides
Ryan, Sarah J.,Francis, Craig L.,Savage, G. Paul
, p. 381 - 388 (2014)
N-substituted 5-methylene-2,3,4,5-tetrahydrobenzo[f][1,2]thiazepine 1,1-dioxides underwent 1,3-dipolar cycloaddition with benzonitrile oxide, generated in situ, to give isoxazoline spiro adducts. The cycloadditions were completely regioselective to give the hitherto unreported 3,4-dihydro-2H, 4′ H-spiro[benzo[f][1,2]thiazepine-5, 5′-isoxazole] 1,1-dioxide cycloadduct. Where the N-substituent on the sulfonamide cycloaddition precursor was a 2-substituted arene, the resulting atropisomerism along the N-aryl bond led to facial selectivity in the cycloaddition reaction, with greater than 90% diastereoselectivity. CSIRO 2014.
