Palladium(II) mediated aziridination of olefins with bromamine-T as the nitrogen source: scope and mechanism

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Abstract

The palladium(II)-promoted reaction of a variety of olefins and bromamine-T provided N-tosyl-2-substituted aziridines under mild conditions. Olefins bearing chiral appendages gave only a poor to modest diastereoselectivity. Appropriate deuterated olefins were selected to study the stereochemistry of the reaction. A Pd(IV) intermediate is proposed as the aziridinating species.
Original languageUnknown
Pages (from-to)7009-7017
JournalTetrahedron
Volume63
Issue number30
DOIs
Publication statusPublished - 1 Jan 2007

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