New Initiation Modes for Directed Carbonylative C-C Bond Activation: Rhodium-Catalyzed (3+1+2) Cycloadditions of Aminomethylcyclopropanes

Gangwei Wang, Niall McCreanor, Megan Shaw, William G. Whittingham, John Bower

Research output: Contribution to journal › Article (Academic Journal) › peer-review

31 Citations (Scopus)
543 Downloads (Pure)

Abstract

Under carbonylative conditions, neutral Rh(I)-systems modified with weak donor ligands (AsPh3 or 1,4-oxathiane) undergo N-Cbz, N-benzoyl or N-Ts directed insertion into the proximal C-C bond of aminomethylcyclopropanes to generate rhodacyclopentanone intermediates. These are trapped by N-tethered alkenes to provide complex perhydroisoindoles.
Original languageEnglish
Pages (from-to)13501-13504
Number of pages4
JournalJournal of the American Chemical Society
Volume138
Issue number41
Early online date6 Oct 2016
DOIs
Publication statusPublished - 19 Oct 2016

Structured keywords

  • BCS and TECS CDTs

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    This is the final published version of the article (version of record). It first appeared online via ACS at http://pubs.acs.org/doi/abs/10.1021/jacs.6b08608. Please refer to any applicable terms of use of the publisher.

    Final published version, 1.32 MBLicence: CC BY
  • Supplementary information PDF

    This is the final published version of the article (version of record). It first appeared online via ACS at http://pubs.acs.org/doi/abs/10.1021/jacs.6b08608. Please refer to any applicable terms of use of the publisher.

    Final published version, 10.6 MBLicence: CC BY

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