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Synlett 2012; 23(10): 1497-1500
DOI: 10.1055/s-0031-1290676
DOI: 10.1055/s-0031-1290676
letter
Mild Oxidation of Benzylic Amines into Aldehydes Using an Oxidative Polonovski-Like Process
Further Information
Publication History
Received: 03 March 2012
Accepted after revision: 02 April 2012
Publication Date:
25 May 2012 (online)
Abstract
A chemoselective and environmentally benign oxidation of benzylic amines into aldehydes mediated by a hypervalent iodine reagent has been developed. This mild oxidative version of the Polonovski process may be selectively carried out in the presence of several functionalities including a free alcohol and provides new synthetic opportunities as a masked aldehyde segment.
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For NMR data of compound 8f and compound 8g, see: