Synthesis of strained cyclic peptides via an aza-Michael-acyl-transfer reaction cascade
- Rutters, J.P.A.
- Verdonk, Y.
- de Vries, R.
- Ingemann, S.
- Hiemstra, H.
- Levacher, V.
- van Maarseveen, J.H.
DOIAbstract
A new method is presented to prepare strained lactams. Esterification of the C-terminus of a dipeptide with β-nitrostyrene or quinoline-type auxiliaries is followed by lactam formation by an intramolecular aza-Michael-acyl-transfer reaction cascade. Ultimately, the cyclic tetrapeptide cyclo[Phe-Tyr-Ala-Gly] has been prepared
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