4.8 Article

Quinone Diazides for Olefin Functionalization

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 52, Pages 14382-14386

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201408022

Keywords

olefin functionalization; quinone diazide; steroids; triazenes

Funding

  1. TEVA Pharmaceuticals
  2. Fulbright ST Award

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The utility of quinone diazides in materials science is vast and well-documented, yet this potentially useful motif has languished in the annals of organic synthesis. Herein we show that modern tools of catalysis can be employed with free or suitably masked quinone diazides to unleash the power of these classic diazo compounds in the context of both inter-and intramolecular olefin cyclopropanation.

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