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Ring Closing and Macrocyclization of β‐Dipeptides by Olefin Metathesis
Author(s) -
Sundararaju Basker,
Sridhar Tailor,
Achard Mathieu,
Sharma Gangavaram V. M.,
Bruneau Christian
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201300608
Subject(s) - ring closing metathesis , allylic rearrangement , chemistry , olefin metathesis , ruthenium , dipeptide , salt metathesis reaction , ring (chemistry) , metathesis , peptide , combinatorial chemistry , olefin fiber , stereochemistry , acyclic diene metathesis , catalysis , organic chemistry , polymerization , biochemistry , polymer
β‐Dipeptides containing allyl groups at different positions on the peptide backbone were prepared. Ring‐closing metathesis of these β‐dipeptides with the use of a ruthenium catalyst led to medium‐sized cyclic β‐dipeptides and macrocyclic tetrapeptides, depending on the nature of the allylic substitution on the β‐dipeptides.