Effect of Substituents and Stability of Transient Aluminum-Aminals in the Presence of Nucleophiles.

Synthesis (Stuttg)

Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907; Department of BioMolecular Sciences, University of Mississippi, 317 Faser Hall, P. O. Box 1848, University, Mississippi 38677.

Published: January 2015

Disubstituted hydroxylamines were synthesized and used to form aluminum-amide complexes. These reagents masked carbonyl groups in situ from nucleophilic addition. The stability and utility of the aluminum-aminals are presented in the context of selectively controlling nucleophilic addition on substrates with multiple carbonyl groups.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5328419PMC
http://dx.doi.org/10.1055/s-0034-1379635DOI Listing

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