N-Fmoc-dehydroalanine: a versatile molecular scaffold for the rapid solid-phase synthesis of cycloaliphatic amino acids
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Burkett, Brenden; Chai, Christina
Description
The synthesis of polymer-supported N-Fmoc-dehydroalanine starting from S-protected cysteine via an oxidation/elimination strategy is described. Cycloaddition with a range of dienes afforded a range of conformationally constrained amino acids in moderate yields. The potential applications of this methodology to combinatorial libraries is discussed. (C) 2000 Elsevier Science Ltd.
dc.contributor.author | Burkett, Brenden | |
---|---|---|
dc.contributor.author | Chai, Christina | |
dc.date.accessioned | 2015-12-13T23:22:01Z | |
dc.identifier.issn | 0040-4039 | |
dc.identifier.uri | http://hdl.handle.net/1885/91242 | |
dc.description.abstract | The synthesis of polymer-supported N-Fmoc-dehydroalanine starting from S-protected cysteine via an oxidation/elimination strategy is described. Cycloaddition with a range of dienes afforded a range of conformationally constrained amino acids in moderate yields. The potential applications of this methodology to combinatorial libraries is discussed. (C) 2000 Elsevier Science Ltd. | |
dc.publisher | Elsevier | |
dc.source | Tetrahedron Letters | |
dc.subject | Keywords: alpha amino acid; cysteine; dehydroalanine; polymer; article; chemical reaction; chemical structure; oxidation; proton nuclear magnetic resonance; reaction analysis; synthesis Dehydroalanine; Diels-Alder reactions; Solid-phase synthesis | |
dc.title | N-Fmoc-dehydroalanine: a versatile molecular scaffold for the rapid solid-phase synthesis of cycloaliphatic amino acids | |
dc.type | Journal article | |
local.description.notes | Imported from ARIES | |
local.description.refereed | Yes | |
local.identifier.citationvolume | 41 | |
dc.date.issued | 2000 | |
local.identifier.absfor | 030503 - Organic Chemical Synthesis | |
local.identifier.ariespublication | MigratedxPub21924 | |
local.type.status | Published Version | |
local.contributor.affiliation | Burkett, Brenden, College of Physical and Mathematical Sciences, ANU | |
local.contributor.affiliation | Chai, Christina, College of Physical and Mathematical Sciences, ANU | |
local.description.embargo | 2037-12-31 | |
local.bibliographicCitation.startpage | 6661 | |
local.bibliographicCitation.lastpage | 6664 | |
local.identifier.doi | 10.1016/S0040-4039(00)01113-8 | |
dc.date.updated | 2015-12-12T09:09:34Z | |
local.identifier.scopusID | 2-s2.0-0034686852 | |
Collections | ANU Research Publications |
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