Literature DB >> 29048908

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

Tsuyoshi Mita1, Satoshi Hanagata1, Kenichi Michigami1, Yoshihiro Sato1.   

Abstract

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.

Entities:  

Year:  2017        PMID: 29048908     DOI: 10.1021/acs.orglett.7b02871

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Rhodium-Catalyzed Regioselective Silylation of Alkyl C-H Bonds for the Synthesis of 1,4-Diols.

Authors:  Caleb Karmel; Bijie Li; John F Hartwig
Journal:  J Am Chem Soc       Date:  2018-01-22       Impact factor: 15.419

2.  Cobalt-catalyzed nucleophilic addition of the allylic C(sp3)-H bond of simple alkenes to ketones.

Authors:  Tsuyoshi Mita; Masashi Uchiyama; Kenichi Michigami; Yoshihiro Sato
Journal:  Beilstein J Org Chem       Date:  2018-08-02       Impact factor: 2.883

  2 in total

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