Palladium(II) mediated aziridination of olefins with bromamine-T as the nitrogen source: scope and mechanism
2007; Elsevier BV; Volume: 63; Issue: 30 Linguagem: Inglês
10.1016/j.tet.2007.05.020
ISSN1464-5416
AutoresAlexandra M. M. Antunes, Vasco D. B. Bonifácio, Susana Nascimento, Ana M. Lobo, Paula S. Branco, Sundaresan Prabhakar,
Tópico(s)Sulfur-Based Synthesis Techniques
ResumoAbstract 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.
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