Generation of 1-Amidoalkyl Radicals from N-Protected Amino Acids: An Alternative to the Barton Decarboxylation Procedure
- 1 February 1997
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1997 (2) , 181-182
- https://doi.org/10.1055/s-1997-727
Abstract
An alternative method to the Barton decarboxylation procedure of N-protected amino acids is presented. The carboxylic acids are transformed into stable phenylselenoesters. Upon standard radical reaction conditions, they generate acyl radicals which undergo a very fast decarbonylation reaction to N-protected 1-aminoalkyl radicals. The decarbonylated radicals are trapped reductively and by intermolecular additions to olefins.Keywords
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