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Cross-metathesis of unsaturated alpha-amino acid derivatives

Biagini, Stefano C. G., GibsonéThomas, Susan E., Keen, Stephen P. (1998) Cross-metathesis of unsaturated alpha-amino acid derivatives. Journal of the Chemical Society-Perkin Transactions 1, (16). pp. 2485-2499. ISSN 0300-922X. (doi:10.1039/a804147d) (The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided) (KAR id:13239)

The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided.
Official URL:
http://dx.doi.org/10.1039/a804147d

Abstract

Cross-metathesis of homoallylglycine derivatives with aryl- and alkyl-substituted alkenes using the ruthenium catalyst (Cy3P)(2)Cl2Ru=CHPh 1 has been achieved in 43-55 and 55-66% yield respectively. Allylglycine, vinylglycine and dehydroalanine derivatives have also been examined. Whilst cross-metathesis of allylglycine derivatives with alkyl-substituted alkenes using catalyst 1 may be regarded as a synthetically useful procedure, cross-metathesis reactions of vinylglycine and dehydroalanine derivatives using catalyst 1 are non-viable. Attachment of FmocHagOH 13 to a capped Wang resin, cross-metathesis with dodec-1-ene, and product removal from the resin gives the cross-metathesis product in 74% yield based on FmocHagOH.

Item Type: Article
DOI/Identification number: 10.1039/a804147d
Additional information: Times Cited: 36
Subjects: Q Science
Q Science > QD Chemistry
Divisions: Divisions > Division of Natural Sciences > Physics and Astronomy
Depositing User: Stefano Biagini
Date Deposited: 26 Jun 2009 08:52 UTC
Last Modified: 16 Nov 2021 09:51 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/13239 (The current URI for this page, for reference purposes)

University of Kent Author Information

Biagini, Stefano C. G..

Creator's ORCID: https://orcid.org/0000-0002-4713-5127
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