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Synthesis 2015; 47(02): 175-180
DOI: 10.1055/s-0034-1379635
DOI: 10.1055/s-0034-1379635
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Effect of Substituents and Stability of Transient Aluminum–Aminals in the Presence of Nucleophiles
Further Information
Publication History
Received: 15 October 2014
Accepted after revision: 17 November 2014
Publication Date:
05 December 2014 (online)

Abstract
Disubstituted hydroxylamines are synthesized and used to form aluminum–amide complexes. These reagents mask carbonyl groups in situ via 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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For recent preparations of Weinreb amides, see: