Synthesis 2005(4): 668-672  
DOI: 10.1055/s-2004-831211
PSP
© Georg Thieme Verlag Stuttgart · New York

Chemoselective Deprotection of Allylic Amines Catalyzed by Grubbs’ Carbene

Benito Alcaide*a, Pedro Almendros*b, José M. Alonsoa, Amparo Lunaa
a Departamento de Química Orgánica I, Facultad de Ciencias Químicas, Universidad Complutense, 28040 Madrid, Spain
Fax: +34(91)3944103; e-Mail: alcaideb@quim.ucm.es;
b Instituto de Química Orgánica General, CSIC, Juan de la Cierva 3, 28006 Madrid, Spain
Fax: +34(91)5644853; e-Mail: iqoa392@iqog.csic.es;
Further Information

Publication History

Received 5 May 2004
Publication Date:
21 October 2004 (eFirst)

Abstract

A commercially available ruthenium complex (first generation Grubbs’ carbene) was used for the catalytic deprotection of allylic amines (secondary as well as tertiary), by using for the first time reagents different from palladium catalysts. Interestingly, the catalytic system directs the reaction toward the selective deprotection of allylamines in the presence of allylic ethers.

    References

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