Madiu Rufai, Dellosso Brandon, Doran Erin L, Doran Jenna M, Pinarci Ali A, TenHoeve Tyler M, Howard Amari M, Stroud James L, Rivera Dominic A, Moskovitz Dylan A, Finneran Steven J, Singer Alyssa N, Rossi Morgan E, Moura-Letts Gustavo
Department of Chemistry and Biochemistry, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ, USA.
Org Biomol Chem. 2024 Mar 13;22(11):2300-2306. doi: 10.1039/d4ob00022f.
Herein we report the WODipic(HO) promoted oxyamination of alkenes using sulfonamides as the quantitative source of . The reaction works for activated and unactivated alkenes in high yields, diastereoselectivities, and stereospecificity. A catalytic cycle involving the formation of tungstenooxaziridine complex 1 as the active catalyst and hydrolysis of tungstenooxazolidine intermediate as the rate-determining-step has been proposed. Initial kinetic and competition experiments provide evidence for the proposed mechanism.
在此,我们报道了WODipic(HO)促进的烯烃氧胺化反应,该反应使用磺酰胺作为氮的定量来源。该反应适用于活性和非活性烯烃,具有高产率、非对映选择性和立体专一性。有人提出了一个催化循环,其中涉及形成钨恶唑啶配合物1作为活性催化剂,并将钨恶唑烷中间体的水解作为速率决定步骤。初步的动力学和竞争实验为所提出的机理提供了证据。