Document Detail


Synthesis of strained cyclic peptides via an aza-Michael-acyl-transfer reaction cascade.
MedLine Citation:
PMID:  22767326     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
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.
Authors:
Jochem P A Rutters; Yvette Verdonk; Remko de Vries; Steen Ingemann; Henk Hiemstra; Vincent Levacher; Jan H van Maarseveen
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-7-6
Journal Detail:
Title:  Chemical communications (Cambridge, England)     Volume:  -     ISSN:  1364-548X     ISO Abbreviation:  -     Publication Date:  2012 Jul 
Date Detail:
Created Date:  2012-7-6     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9610838     Medline TA:  Chem Commun (Camb)     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Van't Hoff Institute for Molecular Sciences, Science Park 904, 1098XH Amsterdam, The Netherlands. j.h.vanmaarseveen@uva.nl.
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