Nickel-Catalyzed Ring-Opening Allylation of Cyclopropanols via Homoenolate
Yoshiya Sekiguchi, Yan Ying Lee and Naohiko Yoshikai*
*Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan,
Email: naohiko.yoshikai.c5
tohoku.ac.jp
Y. Sekiguchi, Y. Y. Lee, N. Yoshikai, Org. Lett., 2021, 23, 5993-5997.
DOI: 10.1021/acs.orglett.1c02072
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Abstract
A nickel-catalyzed ring-opening allylation of cyclopropanols with allylic carbonates provides δ,ε-unsaturated ketones in moderate to good yields under mild and neutral conditions. The reaction displays linear selectivity for both linear and branched acyclic allylic carbonates and is also applicable to cyclic allylic carbonates.
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proposed mechanism
Key Words
allylation, carbonyl compounds
ID: J54-Y2021
