Journal
TETRAHEDRON
Volume 57, Issue 27, Pages 5825-5832Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(01)00495-1
Keywords
amino acid and derivatives; amino ketones; protecting groups; triazenes
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Use of the phenyldiazenyl group, which serves as a protecting group for secondary amines is described in detail. The triazene protected amine is compatible with oxidative and reductive conditions as well as with strong bases (LDA, tert-butyllithium) and alkylating reagents. The amine is regenerated by action of trifluoroacetic acid and a suitable reducing agent (EtOH or NaH2PO2). (C) 2001 Elsevier Science Ltd. All rights reserved.
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