Carbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds

Simone, Michela L., Edwards, Alison A., Tranter, George E., Fleet, George W.J. Carbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds. Tetrahedron, . ISSN 0040-4020. (Access to this publication is currently restricted. You may be able to access a copy if URLs are provided) (KAR id:16775)

PDF (2008 Tetrahedron C-2 branched SAA monomers) Language: English Restricted to Repository staff only

Abstract

The synthesis of the first branched sugar amino acid (SAA) scaffolds [methyl (3R,4R,5R)-5-azidomethyl-

3,4-dihydroxy-tetrahydrofuran-3-carboxylate and methyl (3R,4R,5S)-5-azidomethyl-3,4-dihydroxy-tetrahydrofuran-

3-carboxylate] by an efficient intramolecular displacement of a highly hindered neopentyl triflate allows access to enantiopure THF derivatives which have carbon substituents.

Item Type:	Article
Subjects:	Q Science > QD Chemistry
Institutional Unit:	Schools > Medway School of Pharmacy
Former Institutional Unit:	Divisions > Division of Natural Sciences > Medway School of Pharmacy
Depositing User:	Alison Edwards
Date Deposited:	29 Jun 2011 07:46 UTC
Last Modified:	20 May 2025 09:53 UTC
Resource URI:	https://kar.kent.ac.uk/id/eprint/16775 (The current URI for this page, for reference purposes)

University of Kent Author Information

Edwards, Alison A..

Creator's ORCID:	https://orcid.org/0000-0002-4637-9373
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