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Dual-Activation Asymmetric Strecker Reaction of Aldimines and Ketimines Catalyzed by a Tethered Bis(8-quinolinolato) Aluminum Complex

Joshua P. Abell and Hisashi Yamamoto*

*Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, Email: yamamotouchicago.edu

J. P. Abell, H. Yamamoto, J. Am. Chem. Soc., 2009, 131, 15118-15119.

DOI: 10.1021/ja907268g (free Supporting Information)


Abstract

An aluminum complex was found to be high yielding and enantioselective for the addition of cyanide to aldimines and ketimines. The present catalyst provides uniformly high enantioselectivity for aromatic, heteroaromatic, and aliphatic aldimines and ketimines using ethyl cyanoformate as the cyanide source.


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Key Words

Strecker Synthesis


ID: J48-Y2009-3120