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

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journal contribution
posted on 21.02.2018, 00:00 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.