3 years ago

Co-Catalyzed Direct Addition of Allylic C(sp3)–H Bonds to Ketones

Co-Catalyzed Direct Addition of Allylic C(sp3)–H Bonds to Ketones
Yoshihiro Sato, Satoshi Hanagata, Kenichi Michigami, Tsuyoshi Mita
By using Co(acac)2/Xantphos with AlMe3, the C(sp3)–H bonds of allylarene derivatives were cleaved for reaction with various ketones, affording the homoallylic alcohols in moderate to good yields. The branch/linear selectivity depended on the steric and electronic factors of the ketone electrophiles. The intermediate in this reaction is thought to be a low-valent allylcobalt(I) species, which exhibits high nucleophilicity toward ketones.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02871

DOI: 10.1021/acs.orglett.7b02871

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