Heteroaryl-Directed Iridium-Catalyzed Enantioselective C–H Alkenylations of Secondary Alcohols
Under iridium-catalyzed conditions, 2-aza-aryl-substituted secondary alcohols undergo C(sp<sup>3</sup>)-H addition reactions to alkynes to provide alkenylated tertiary alcohols. The processes occur with very high regio- and enantioselectivity. An analogous addition to styrene is shown to provide a prototype C(sp<sup>3</sup>)-H alkylation process. A mechanism based on directed aza-enolization of the reactant alcohol is proposed.
Authors
- Wenbin Mao (ORCID: https://orcid.org/0000-0001-8746-1616)
- John F. Bower (ORCID: https://orcid.org/0000-0002-7551-8221)
- Craig M. Robertson (ORCID: https://orcid.org/0000-0002-4789-7607)
Institutions
- University of Liverpool (GB)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2024-12-23
- DOI
- https://doi.org/10.1021/jacs.4c16414
- Citations
- 6
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 1.50
Funders
- University of Liverpool
- Deutsche Forschungsgemeinschaft
- H2020 European Research Council