Enantioselective intramolecular C-H insertion reactions of donor-donor metal carbenoids

Cristian Soldi, Kellan N. Lamb, Richard A. Squitieri, Marcos González-López, Michael J. Di Maso, Jared T. Shaw

Research output: Contribution to journalArticle

79 Scopus citations

Abstract

The first asymmetric insertion reactions of donor-donor carbenoids, i.e., those with no pendant electron-withdrawing groups, are reported. This process enables the synthesis of densely substituted benzodihydrofurans with high levels of enantio- and diastereoselectivity. Preliminary results show similar efficiency in the preparation of indanes. This new method is used in the first enantioselective synthesis of an oligoresveratrol natural product (E-δ-viniferin).

Original languageEnglish (US)
Pages (from-to)15142-15145
Number of pages4
JournalJournal of the American Chemical Society
Volume136
Issue number43
DOIs
StatePublished - Oct 29 2014

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ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Soldi, C., Lamb, K. N., Squitieri, R. A., González-López, M., Di Maso, M. J., & Shaw, J. T. (2014). Enantioselective intramolecular C-H insertion reactions of donor-donor metal carbenoids. Journal of the American Chemical Society, 136(43), 15142-15145. https://doi.org/10.1021/ja508586t