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Cross‐Enyne and Ring‐Closing Metathesis Cascade: A Building‐Block Approach Suitable for Diversity‐Oriented Synthesis of Densely Functionalized Macroheterocycles with Amino Acid Scaffolds
Author(s) -
Kotha Sambasivarao,
Singh Kuldeep
Publication year - 2007
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.200700744
Subject(s) - chemistry , ring closing metathesis , enyne metathesis , metathesis , tandem , enyne , combinatorial chemistry , cascade , ring (chemistry) , yield (engineering) , stereochemistry , salt metathesis reaction , cascade reaction , sequence (biology) , block (permutation group theory) , organic chemistry , catalysis , biochemistry , materials science , geometry , mathematics , chromatography , metallurgy , composite material , polymerization , polymer
Suitably functionalized glycine derivatives undergo a cross‐enyne and ring‐closing metathesis cascade to generate macroheterocyclic ring systems in good yield. These macrocycles, prepared on the basis of a fragment coupling strategy, consist of 13–16‐membered rings. To this end, 1,5‐hexadiene was found to be a promising cross‐coupling partner to generate macrocycles by this tandem metathesis sequence.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)