Synfacts 2006(8): 0846-0846  
DOI: 10.1055/s-2006-942028
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York

Organocatalytic Strecker Reaction using an N-Heterocyclic Carbene Catalyst

Contributor(s): Benjamin List, Daniela Kampen
Y. Fukuda, Y. Maeda, K. Kondo*, T. Aoyama*
Nagoya City University, Japan
Further Information

Publication History

Publication Date:
21 July 2006 (online)

Significance

An organocatalytic Strecker reaction has been described. The N-heterocyclic carbene generated in situ from imidazolium chloride 2 (5 mol%) and KOt-Bu (4 mol%) mediates the addition of TMSCN to aldimines 1 to give products of type 3 in high yields. Linear and branched alkyl substrates as well as aryl precursors can be used. Furthermore, mechanistic considerations based on NMR spectroscopy are provided.