Surprisingly facile C-H activation in the course of oxime-directed catalytic asymmetric hydroboration

Nathan C. Thacker; Veronika M. Shoba; Andrew E. Geis; James M. Takacs

doi:10.1016/j.tetlet.2014.12.076

Surprisingly facile C-H activation in the course of oxime-directed catalytic asymmetric hydroboration

Nathan C. Thacker, Veronika M. Shoba, Andrew E. Geis, James M. Takacs

Chemistry

Research output: Contribution to journal › Article

2 Scopus citations

Abstract

Abstract Deuteriu-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 σ-bond metathesis pathway that diverts the expected course of CAHB to a tandem C-H activation/hydroboration reaction pathway.

Original language	English (US)
Article number	45600
Pages (from-to)	3306-3310
Number of pages	5
Journal	Tetrahedron Letters
Volume	56
Issue number	23
DOIs	https://doi.org/10.1016/j.tetlet.2014.12.076
State	Published - Dec 1 2015

Keywords

C-H activation
Directed metallation
Rhodium-catalyzed borylation
Rhodium-catalyzed hydroboration

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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Thacker, N. C., Shoba, V. M., Geis, A. E., & Takacs, J. M. (2015). Surprisingly facile C-H activation in the course of oxime-directed catalytic asymmetric hydroboration. Tetrahedron Letters, 56(23), 3306-3310. [45600]. https://doi.org/10.1016/j.tetlet.2014.12.076

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