4.6 Article

Oxidative Spirocyclization of Phenolic Sulfonamides: Scope and Applications

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 16, Issue 44, Pages 13262-13270

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201001402

Keywords

alkaloids; dearomatization; lepadiformine; phenols; sulfonamides

Funding

  1. University of British Columbia
  2. Canada Research Chair Program
  3. CFI
  4. BCKDF
  5. NSERC
  6. CIHR
  7. MerckFrosst Canada
  8. UGF Fellowship
  9. G.E. Laird Research Fellowship

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A full account of the oxidative dearomatization of para- and ortho-phenolic sulfonamides is provided together with an overview of the chemistry of the products and their elaboration to building blocks for spirocyclic alkaloids. A concise total synthesis of putative lepadiformine complements the discussion.

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