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协同催化烯丙基 C(sp)-H 键与酮的直接加成。

Co-Catalyzed Direct Addition of Allylic C(sp)-H Bonds to Ketones.

机构信息

Faculty of Pharmaceutical Sciences, Hokkaido University , Sapporo 060-0812, Japan.

出版信息

Org Lett. 2017 Nov 3;19(21):5876-5879. doi: 10.1021/acs.orglett.7b02871.

DOI:10.1021/acs.orglett.7b02871
PMID:29048908
Abstract

By using Co(acac)/Xantphos with AlMe, the C(sp)-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.

摘要

使用 Co(acac)/Xantphos 和 AlMe,烯丙基芳烃衍生物的 C(sp)-H 键被切断,与各种酮反应,以中等至良好的收率得到偕同烯丙基醇。支链/线性选择性取决于酮亲电试剂的空间和电子因素。该反应的中间体被认为是低价的烯丙基钴(I)物种,它对酮表现出高亲核性。

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