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Chromium-Catalyzed Linear-Selective Alkylation of Aldehydes with Alkenes

Yuki Hirao, Yuri Katayama, Harunobu Mitsunuma* and Motomu Kanai*

*Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan, Email: h-mitsunumamol.f.u-tokyo.ac.jp, kanaimol.f.u-tokyo.ac.jp

Y. Hirao, Y. Katayama, H. Mitsunuma, M. Kanai, Org. Lett., 2020, 22, 8584-8588.

DOI: 10.1021/acs.orglett.0c03180


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Abstract

Chromium catalyzes a photochemical, and linear-selective alkylation of aldehydes with alkylzirconium species generated in situ from a wide range of alkenes and Schwartz's reagent. The reaction proceeded with high functional group tolerance at ambient temperature under visible-light irradiation.

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proposed mechanism



Key Words

1,2-addition, photochemistry, Schwartz's reagent


ID: J54-Y2020