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- Title
Rhodium-Catalyzed Asymmetric Allenylation of Sulfonylimines and Application to the Stereospecific Allylic Allenylation.
- Authors
Sieber, Joshua D.; Angeles ‐ Dunham, Veronica V.; Chennamadhavuni, Divya; Fandrick, Daniel R.; Haddad, Nizar; Grinberg, Nelu; Kurouski, Dimitry; Lee, Heewon; Song, Jinhua J.; Yee, Nathan K.; Mattson, Anita E.; Senanayake, Chris H.
- Abstract
The rhodium-catalyzed asymmetric allenylation of sulfonylimines is disclosed providing silyl homoallenylamide products in up to 99:1 er. Through subsequent activation of the C−N bond of the silyl homoallenyl sulfonamide, palladium-catalyzed stereospecific allylic allenylation could be achieved giving C−C bond formation with high chirality transfer. The synthetic utility of both the silyl homoallenyl sulfonamides and the silyl homoallenyl malonates as bis(nucleophiles) is demonstrated.
- Subjects
RHODIUM catalysts; PLATINUM group catalysts; SULFONYL compounds; STEREOSPECIFICITY; CATALYSIS synthesis; CHEMICAL synthesis
- Publication
Advanced Synthesis & Catalysis, 2016, Vol 358, Issue 19, p3062
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201600686