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Synthesis and Reactivity of Unique Heterocyclic Structures en Route to Substituted Diamines

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journal contribution
posted on 2011-07-01, 00:00 authored by David E. Olson, Autumn Maruniak, Sushant Malhotra, Barry M. Trost, J. Du Bois
Rhodium-catalyzed oxidative cyclization of allylic hydroxylamine-derived sulfamate esters furnishes a novel family of bicyclic aziridines that serve as functional precursors to substituted diamines. Investigations with the N4-Troc form of these heterocycles have led to manifold improvements in reaction performance and scope and have revealed unique differences in the stability and reactivity of such compounds dictated by the choice of N4-protecting group.

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