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Surprisingly Facile C-H Activation in the Course of Oxime-Directed Catalytic Asymmetric Hydroboration.

ABSTRACT: Deuterium-labeling studies carried out in conjunction with investigations into the directed catalytic asymmetric hydroboration of unsaturated oxime ethers reveal a surprisingly facile ortho-metallation or ?-bond metathesis pathway that that diverts the expected course of CAHB to a tandem C-H activation/hydroboration reaction pathway.

SUBMITTER: Thacker NC 

PROVIDER: S-EPMC4480785 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature

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Surprisingly Facile C-H Activation in the Course of Oxime-Directed Catalytic Asymmetric Hydroboration.

Thacker Nathan C NC   Shoba Veronika M VM   Geis Andrew E AE   Takacs James M JM  

Tetrahedron letters 20150601 23

Deuterium-labeling studies carried out in conjunction with investigations into the directed catalytic asymmetric hydroboration of unsaturated oxime ethers reveal a surprisingly facile <i>ortho</i>-metallation or σ-bond metathesis pathway that that diverts the expected course of CAHB to a tandem C-H activation/hydroboration reaction pathway. ...[more]

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