DMAP is a useful nucleophilic catalyst for a variety of reactions such as esterifications with anhydrides4, the Baylis-Hillman reaction5, hydrosilylations, tritylation, the Steglich rearrangement and the Staudinger synthesis of β-lactams. Chiral DMAP analogues are used in kinetic resolution experiments of mainly secondary alcohols and Evans auxilary type amides. 1,2 DMAP is also used as a coupling agent for the synthesis of peptide and an efficient ligand for the Heck reaction in aqueous media 3.
Reference - Höfle, G., Steglich, W., Vorbrüggen, H.. Angew. Chem. Int. Ed. Engl. 1978, 17, 569.
- Ryan P. Wurz . Chem. Rev. 2007, 107, 5570.
- D. V. Evdokimov, N. A. Bumagin. Russ. Chem. Bull. 2007, 56, 1093.
- Wilson, S.R.; Augelli, C.E. Org. Synth. 1990, 68, 210.
- Rezgui, F.; El Gaied, M. M. Tetrahedron Lett. 1998, 39, 5965.
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