Radical Redox-Relay Catalysis : Formal [3+2] Cycloaddition of N-Acylaziridines and Alkenes

We report Ti-catalyzed radical formal [3+2] cycloadditions of N-acylaziridines and alkenes. This method provides an efficient approach to the synthesis of pyrrolidines, structural units prevalent in bioactive compounds and organocatalysts, from readily available starting materials. The overall redox-neutral reaction was achieved via a redox-relay mechanism, which harnesses radical intermediates for selective C-N bond cleavage and formation.

Medienart:

E-Artikel

Erscheinungsjahr:

2017

Erschienen:

2017

Enthalten in:

Zur Gesamtaufnahme - volume:139

Enthalten in:

Journal of the American Chemical Society - 139(2017), 35 vom: 06. Sept., Seite 12141-12144

Sprache:

Englisch

Beteiligte Personen:

Hao, Wei [VerfasserIn]
Wu, Xiangyu [VerfasserIn]
Sun, James Z [VerfasserIn]
Siu, Juno C [VerfasserIn]
MacMillan, Samantha N [VerfasserIn]
Lin, Song [VerfasserIn]

Links:

Volltext

Themen:

Alkenes
Aziridines
D1JT611TNE
Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.
Titanium

Anmerkungen:

Date Completed 14.06.2018

Date Revised 14.06.2018

published: Print-Electronic

Citation Status MEDLINE

doi:

10.1021/jacs.7b06723

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM274988836