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February 21, 2018Journal of the American Chemical Society165 citations

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

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WHWei HaoJHJohannes H. HarenbergXWXiangyu Wu

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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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Hao et al. (2018) studied this question.

synapsesocial.com/papers/6a2595b2e2e7c8c4f0e93818https://doi.org/10.1021/jacs.7b13710
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