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Pd-Catalyzed Conjunctive Cross-Coupling between Grignard-Derived Boron "Ate" Complexes and C(sp2) Halides or Triflates: NaOTf as a Grignard Activator and Halide Scavenger.


ABSTRACT: Catalytic enantioselective conjunctive cross-couplings that employ Grignard reagents are shown to furnish an array of nonracemic chiral organoboronic esters in an efficient and highly selective fashion. The utility of sodium triflate in facilitating this reaction is two-fold: it enables "ate" complex formation and overcomes catalytic inhibition by halide ions.

SUBMITTER: Lovinger GJ 

PROVIDER: S-EPMC5539536 | biostudies-literature | 2017 Mar

REPOSITORIES: biostudies-literature

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Pd-Catalyzed Conjunctive Cross-Coupling between Grignard-Derived Boron "Ate" Complexes and C(sp<sup>2</sup>) Halides or Triflates: NaOTf as a Grignard Activator and Halide Scavenger.

Lovinger Gabriel J GJ   Aparece Mark D MD   Morken James P JP  

Journal of the American Chemical Society 20170216 8


Catalytic enantioselective conjunctive cross-couplings that employ Grignard reagents are shown to furnish an array of nonracemic chiral organoboronic esters in an efficient and highly selective fashion. The utility of sodium triflate in facilitating this reaction is two-fold: it enables "ate" complex formation and overcomes catalytic inhibition by halide ions. ...[more]

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