Rhodium-Catalyzed Asymmetric Allenylation of Sulfonylimines and Application to the Stereospecific Allylic Allenylation
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2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim The rhodium-catalyzed asymmetric allenylation of sulfonylimines is disclosed providing silyl homoallenylamide products in up to 99:1 er. Through subsequent activation of the CN bond of the silyl homoallenyl sulfonamide, palladium-catalyzed stereospecific allylic allenylation could be achieved giving CC 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. (Figure presented.).
Advanced Synthesis & Catalysis
author list (cited authors)
Sieber, J. D., Angeles-Dunham, V. V., Chennamadhavuni, D., Fandrick, D. R., Haddad, N., Grinberg, N., ... Senanayake, C. H.
complete list of 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