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Cobalt-Catalyzed Synthesis of Tertiary Azides from α,α-Disubstituted Olefins under Mild Conditions Using Commercially Available Reagents

Boris Gaspar, Jérôme Waser, Erick M. Carreira*

*Laboratorium für Organische Chemie, ETH Hönggerberg, HCI G336, 8093 Zürich, Switzerland, Email: carreiraorg.chem.ethz.ch

B. Gaspar, J. Waser, E. M. Carreira, Synthesis, 2007, 3839-3845.

DOI: 10.1055/s-2007-1000817


Abstract

A cobalt-catalyzed hydroazidation of α,α-disubstituted olefins with commercially available azide sources provides tertiary azides in useful yields and tolerates a variety of functional groups.

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Cobalt-Catalyzed Hydroazidation of Olefins: Convenient Access to Alkyl Azides

J. Waser, H. Nambu, E. M. Carreira, J. Am. Chem. Soc., 2005, 127, 8294-8295.


Key Words

alkenes, hydroazidation, homogeneous catalysis, cobalt, alkyl azides tetramethyldisiloxane (TMDSO)


ID: J66-Y2007-4130