Cis- and trans-3-Azido-oxetane-2-carboxylate scaffolds: hexamers of oxetane cis-beta-amino acids

Efficient synthesis of both cis- and trans-3-azido-oxetane-2-carboxylates relies upon efficient nucleophilic displacements of 3-O-triflates of oxetanes by trifluoroacetate and azide. Such structures are scaffolds for incorporation of oxetane-β-amino acids into oligomers; the synthesis of a series of...

Full description

Bibliographic Details
Main Authors: Barker, S, Angus, D, Taillefumier, C, Probert, MR, Watkin, D, Watterson, M, Claridge, T, Hungerford, N, Fleet, G
Format: Journal article
Language:English
Published: 2001
_version_ 1797099156911685632
author Barker, S
Angus, D
Taillefumier, C
Probert, MR
Watkin, D
Watterson, M
Claridge, T
Hungerford, N
Fleet, G
author_facet Barker, S
Angus, D
Taillefumier, C
Probert, MR
Watkin, D
Watterson, M
Claridge, T
Hungerford, N
Fleet, G
author_sort Barker, S
collection OXFORD
description Efficient synthesis of both cis- and trans-3-azido-oxetane-2-carboxylates relies upon efficient nucleophilic displacements of 3-O-triflates of oxetanes by trifluoroacetate and azide. Such structures are scaffolds for incorporation of oxetane-β-amino acids into oligomers; the synthesis of a series of protected β-hexapeptides and the X-ray crystal structure of methyl 2,4-anhydro-6-deoxy-5-O-benzyl-L-altronate are reported. © 2001 Elsevier Science Ltd.
first_indexed 2024-03-07T05:19:40Z
format Journal article
id oxford-uuid:de6fd8ed-2e9c-4b22-b290-b3024926f1f4
institution University of Oxford
language English
last_indexed 2024-03-07T05:19:40Z
publishDate 2001
record_format dspace
spelling oxford-uuid:de6fd8ed-2e9c-4b22-b290-b3024926f1f42022-03-27T09:32:17ZCis- and trans-3-Azido-oxetane-2-carboxylate scaffolds: hexamers of oxetane cis-beta-amino acidsJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:de6fd8ed-2e9c-4b22-b290-b3024926f1f4EnglishSymplectic Elements at Oxford2001Barker, SAngus, DTaillefumier, CProbert, MRWatkin, DWatterson, MClaridge, THungerford, NFleet, GEfficient synthesis of both cis- and trans-3-azido-oxetane-2-carboxylates relies upon efficient nucleophilic displacements of 3-O-triflates of oxetanes by trifluoroacetate and azide. Such structures are scaffolds for incorporation of oxetane-β-amino acids into oligomers; the synthesis of a series of protected β-hexapeptides and the X-ray crystal structure of methyl 2,4-anhydro-6-deoxy-5-O-benzyl-L-altronate are reported. © 2001 Elsevier Science Ltd.
spellingShingle Barker, S
Angus, D
Taillefumier, C
Probert, MR
Watkin, D
Watterson, M
Claridge, T
Hungerford, N
Fleet, G
Cis- and trans-3-Azido-oxetane-2-carboxylate scaffolds: hexamers of oxetane cis-beta-amino acids
title Cis- and trans-3-Azido-oxetane-2-carboxylate scaffolds: hexamers of oxetane cis-beta-amino acids
title_full Cis- and trans-3-Azido-oxetane-2-carboxylate scaffolds: hexamers of oxetane cis-beta-amino acids
title_fullStr Cis- and trans-3-Azido-oxetane-2-carboxylate scaffolds: hexamers of oxetane cis-beta-amino acids
title_full_unstemmed Cis- and trans-3-Azido-oxetane-2-carboxylate scaffolds: hexamers of oxetane cis-beta-amino acids
title_short Cis- and trans-3-Azido-oxetane-2-carboxylate scaffolds: hexamers of oxetane cis-beta-amino acids
title_sort cis and trans 3 azido oxetane 2 carboxylate scaffolds hexamers of oxetane cis beta amino acids
work_keys_str_mv AT barkers cisandtrans3azidooxetane2carboxylatescaffoldshexamersofoxetanecisbetaaminoacids
AT angusd cisandtrans3azidooxetane2carboxylatescaffoldshexamersofoxetanecisbetaaminoacids
AT taillefumierc cisandtrans3azidooxetane2carboxylatescaffoldshexamersofoxetanecisbetaaminoacids
AT probertmr cisandtrans3azidooxetane2carboxylatescaffoldshexamersofoxetanecisbetaaminoacids
AT watkind cisandtrans3azidooxetane2carboxylatescaffoldshexamersofoxetanecisbetaaminoacids
AT wattersonm cisandtrans3azidooxetane2carboxylatescaffoldshexamersofoxetanecisbetaaminoacids
AT claridget cisandtrans3azidooxetane2carboxylatescaffoldshexamersofoxetanecisbetaaminoacids
AT hungerfordn cisandtrans3azidooxetane2carboxylatescaffoldshexamersofoxetanecisbetaaminoacids
AT fleetg cisandtrans3azidooxetane2carboxylatescaffoldshexamersofoxetanecisbetaaminoacids