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Full Paper
Cross-Enyne and Ring-Closing Metathesis Cascade: A Building-Block Approach Suitable for Diversity-Oriented Synthesis of Densely Functionalized Macroheterocycles with Amino Acid Scaffolds
Article first published online: 8 OCT 2007
DOI: 10.1002/ejoc.200700744
Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Kotha, S. and Singh, K. (2007), Cross-Enyne and Ring-Closing Metathesis Cascade: A Building-Block Approach Suitable for Diversity-Oriented Synthesis of Densely Functionalized Macroheterocycles with Amino Acid Scaffolds. Eur. J. Org. Chem., 2007: 5909–5916. doi: 10.1002/ejoc.200700744
Publication History
- Issue published online: 26 NOV 2007
- Article first published online: 8 OCT 2007
- Manuscript Received: 11 AUG 2007
Funded by
- DST, New Delhi
- IRCC-IIT Bombay, Mumbai. Grant Number: 06RPA002
- Abstract
- Article
- References
- Cited By
Keywords:
- Amino acids;
- Tandem reactions;
- Metathesis;
- Heterocycles;
- Macrocycles;
- Ring-closing metathesis
Abstract
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)