Straightforward synthesis of N-protected benzylic amines by carbamoalkylation of aromatic compounds

Straightforward synthesis of N-protected benzylic amines by carbamoalkylation of aromatic compounds

A wide range of alkoxycarbonyl protected benzylic amines have been synthesized in a three component reaction involving a carbamate an aldehyde and an aromatic substrate. This reaction proceeds through electrophilic substitution of the aromatic compound by a N-carbamoyl iminium which is generated in...

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Bibliographic Details
Published in:Tetrahedron letters Vol. 40; no. 5; pp. 879 - 882
Main Authors: Bensel, Nicolas, Pevere, Virginie, Desmurs, Jean Roger, Wagner, Alain, Mioskowski, Charles
Format: Journal Article
Language:English
Published: Elsevier Ltd 29-01-1999
Online Access:Get full text
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Summary:A wide range of alkoxycarbonyl protected benzylic amines have been synthesized in a three component reaction involving a carbamate an aldehyde and an aromatic substrate. This reaction proceeds through electrophilic substitution of the aromatic compound by a N-carbamoyl iminium which is generated in situ by condensation of the carbamate with the aldehyde. This three components reaction allows the preparation of wide range of N-protected benzylic amines, including phenylglycine analogues.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)02578-7