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Ni- and Pd-catalyzed synthesis of substituted and functionalized allylic boronates.

ABSTRACT: Two highly efficient and convenient methods for the synthesis of functionalized and substituted allylic boronates are described. In one procedure, readily available allylic acetates are converted to allylic boronates catalyzed by Ni/PCy(3) or Ni/PPh(3) complexes with high levels of stereoselectivity and in good yields. Alternatively, the borylation can be accomplished with commercially available Pd catalysts [e.g., Pd(2)(dba)(3), PdCl(2), Pd/C], starting with easily accessed allylic halides.

SUBMITTER: Zhang P

PROVIDER: S-EPMC3322416 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

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Ni- and Pd-catalyzed synthesis of substituted and functionalized allylic boronates.

Zhang Ping P Roundtree Ian A IA Morken James P JP

Organic letters 20120229 6

Two highly efficient and convenient methods for the synthesis of functionalized and substituted allylic boronates are described. In one procedure, readily available allylic acetates are converted to allylic boronates catalyzed by Ni/PCy(3) or Ni/PPh(3) complexes with high levels of stereoselectivity and in good yields. Alternatively, the borylation can be accomplished with commercially available Pd catalysts [e.g., Pd(2)(dba)(3), PdCl(2), Pd/C], starting with easily accessed allylic halides. ...[more]

PMID: 22375950

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