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Hao, Wei; Harenberg, Johannes H.; Wu, Xiangyu; MacMillan, Samantha N. and Lin, Song (2018): Diastereo- and Enantioselective Formal [3+2] Cycloaddition of Cyclopropyl Ketones and Alkenes via Ti-Catalyzed Radical Redox Relay. In: Journal of the American Chemical Society, Vol. 140, No. 10: pp. 3514-3517

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Abstract

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.

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