Cross-metathesis of unsaturated alpha-amino acid derivatives

Biagini, Stefano C. G. and GibsonéThomas, Susan E. and 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. (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)

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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
Additional information: Times Cited: 36
Subjects: Q Science
Q Science > QD Chemistry
Divisions: Faculties > Science Technology and Medical Studies > School of Physical Sciences > Functional Materials Group
Faculties > Science Technology and Medical Studies > School of Physical Sciences
Depositing User: Stefano C G Biagini
Date Deposited: 26 Jun 2009 08:52
Last Modified: 12 May 2014 09:04
Resource URI: https://kar.kent.ac.uk/id/eprint/13239 (The current URI for this page, for reference purposes)
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