The DOI matches its Crossref record.
Pd(II)/Brønsted Acid Catalyzed Enantioselective Allylic C–H Activation for the Synthesis of Spirocyclic Rings
Abstract
A Pd(II)/Brønsted acid catalyzed migratory ring expansion for the synthesis of indene derivatives possessing a stereogenic spirocyclic carbon center was developed. This transformation is believed to mechanistically proceed via enantioselective allylic C-H activation with concomitant semipinacol ring expansion to the nascent π-allylpalladium species. Enantioselectivities as high as 98% ee were attainable.
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Citations
Cited by
Parmar, D., Sugiono, E., Raja, S., & Rueping, M. (2014) · Chemical Reviews · doi:10.1021/cr5001496 · Cited by 2,118
Organocatalysis in Inert C–H Bond Functionalization
Qin, Y., Zhu, L., & Luo, S. (2017) · Chemical Reviews · doi:10.1021/acs.chemrev.6b00657 · Cited by 785
Raynal, M., Ballester, P., Vidal-Ferran, A., & van Leeuwen, P. W. N. M. (2014) · Chem. Soc. Rev. · doi:10.1039/c3cs60027k · Cited by 717
Cooperative N-Heterocyclic Carbene/Palladium-Catalyzed Enantioselective Umpolung Annulations
Guo, C., Fleige, M., Janssen-Müller, D., Daniliuc, C. G., & Glorius, F. (2016) · Journal of the American Chemical Society · doi:10.1021/jacs.6b04364 · Cited by 344
Enantioselective amine α-functionalization via palladium-catalysed C–H arylation of thioamides
Jain, P., Verma, P., Xia, G., & Yu, J.-Q. (2017) · Nature Chemistry · doi:10.1038/nchem.2619 · Cited by 336
Catalytic Enantioselective Construction of Spiro Quaternary Carbon Stereocenters
Xu, P.-W., Yu, J.-S., Chen, C., Cao, Z.-Y., Zhou, F., & Zhou, J. (2019) · ACS Catalysis · doi:10.1021/acscatal.8b03694 · Cited by 325
All-carbon quaternary centers in natural products and medicinal chemistry: recent advances
Ling, T., & Rivas, F. (2016) · Tetrahedron · doi:10.1016/j.tet.2016.09.002 · Cited by 312
Metadata
- Authors
- Chai, Z., & Rainey, T. J.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2012-02-17
- Volume
- 134
- Issue
- 8
- Pages
- 3615-3618
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2325877598
- Cited by
- 225
- References
- 0
- FWCI
- 10.79
- Type
- journal article
- Language
- en
- Open access
- closed
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
