The Brønsted Acid-Catalyzed Direct Aza-Darzens Synthesis of N-Alkyl cis-Aziridines
Amie L. Williams and Jeffrey N. Johnston*
*Department of Chemistry & Vanderbilt Institute of Chemical Biology,
Vanderbilt University, 2301 Vanderbilt Place, Nashville, TN 37235-1822, Email:
jeffrey.n.johnston
vanderbilt.edu
A. L. Williams, J. N. Johnston, J. Am. Chem. Soc., 2004, 126, 1612-1613.
DOI: 10.1021/ja0385282
Abstract
A mild, convenient protocol for the synthesis of cis-aziridines employs a catalytic amount of Brønsted acid. Diazo compound decomposition via alkylation or homocoupling upon exposure to a proton source is slow relative to [2 + 1] annulation in the presence of a Schiff base.
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Key Words
ID: J48-Y2004-1370
