Synthesis of strained cyclic peptides via an aza-Michael-acyl-transfer reaction cascade |
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| Authors: | Jochem P A Rutters Yvette Verdonk Remko de Vries Steen Ingemann Henk Hiemstra Vincent Levacher Jan H van Maarseveen |
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| Affiliation: | Van't Hoff Institute for Molecular Sciences, Science Park 904, 1098XH Amsterdam, The Netherlands. |
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| Abstract: | 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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