Francis J. Barrios, Xuechao Zhang, David A. Colby
Nov 1, 2010
Citations
0
Influential Citations
9
Citations
Journal
Organic letters
Abstract
Aluminum complexes of N,O-dimethylhydroxylamine are effective reagents to mask carbonyl groups in situ from nucleophilic addition by organolithiums, Grignard reagents, and borohydrides. The utility of this process by selectively adding nucleophiles into carbonyl groups on a variety of structures as well as distinguishing between carbonyl groups on a sensitive natural product is demonstrated. (1)H NMR analysis supports the in situ masking of the more reactive carbonyl group.