American Chemical Society
ja7b13710_si_001.pdf (42.64 MB)

Diastereo- and Enantioselective Formal [3 + 2] Cycloaddition of Cyclopropyl Ketones and Alkenes via Ti-Catalyzed Radical Redox Relay

Download (42.64 MB)
journal contribution
posted on 2018-02-21, 00:00 authored by Wei Hao, Johannes H. Harenberg, Xiangyu Wu, Samantha N. MacMillan, Song Lin
We report a stereoselective formal [3 + 2] cycloaddition of cyclopropyl ketones and radical-acceptor alkenes to form polysubstituted cyclopentane derivatives. Catalyzed by a chiral Ti­(salen) complex, the cycloaddition occurs via a radical redox-relay mechanism and constructs two C–C bonds and two contiguous stereogenic centers with generally excellent diastereo- and enantioselectivity.