title: Quinone diazides for olefin functionalization.
abstract: 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.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA).
authors.forename: Hai T
authors.initials: HT
authors.lastname: Dao
authors.forename: Phil S
authors.initials: PS
authors.lastname: Baran
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry; D018360:Crystallography, X-Ray; D061565:Cycloaddition Reaction; D008968:Molecular Conformation; D011809:Quinones / Q000737:chemistry*; D013237:Stereoisomerism; D013256:Steroids / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D000475:Alkenes; D001386:Azides; D011809:Quinones; D013256:Steroids
keywords: olefin functionalization; quinone diazide; steroids; triazenes