Rhodium‐Catalyzed Asymmetric Allenylation of Sulfonylimines and Application to the Stereospecific Allylic Allenylation Academic Article uri icon

abstract

  • © 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 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. (Figure presented.).

author list (cited authors)

  • Sieber, J. D., Angeles‐Dunham, V. V., Chennamadhavuni, D., Fandrick, D. R., Haddad, N., Grinberg, N., ... Senanayake, C. H.

citation count

  • 10

publication date

  • October 2016

publisher