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Cobalt(III)-Catalyzed Diastereoselective Three-Component C-H Bond Addition to Butadiene and Activated Ketones.

ABSTRACT: A highly diastereoselective three-component C-H bond addition across butadiene and activated ketones is described. This transformation provides homoallylic tertiary alcohols through the formation of two C-C σ bonds and with complete selectivity for an E-alkene isomer. The reaction exhibits good scope with respect to activated ketone inputs, including highly strained cyclic and electron-deficient cyclic and acyclic ketones. Additionally, high diastereoselectivities were achieved for alcohols prepared from unsymmetrical ketones.

SUBMITTER: Shen Z

PROVIDER: S-EPMC7462114 | biostudies-literature | 2020 Apr

REPOSITORIES: biostudies-literature

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Cobalt(III)-Catalyzed Diastereoselective Three-Component C-H Bond Addition to Butadiene and Activated Ketones.

Shen Zican Z Li Chen C Mercado Brandon Q BQ Ellman Jonathan A JA

Synthesis 20191107 8

A highly diastereoselective three-component C-H bond addition across butadiene and activated ketones is described. This transformation provides homoallylic tertiary alcohols through the formation of two C-C σ bonds and with complete selectivity for an <i>E</i>-alkene isomer. The reaction exhibits good scope with respect to activated ketone inputs, including highly strained cyclic and electron-deficient cyclic and acyclic ketones. Additionally, high diastereoselectivities were achieved for alcoho ...[more]

PMID: 32884161

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