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https://hdl.handle.net/2440/63251
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DC Field | Value | Language |
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dc.contributor.author | Peddie, V. | - |
dc.contributor.author | Pietsch, M. | - |
dc.contributor.author | Bromfield, K. | - |
dc.contributor.author | Pike, R. | - |
dc.contributor.author | Duggan, P. | - |
dc.contributor.author | Abell, A. | - |
dc.date.issued | 2010 | - |
dc.identifier.citation | Synthesis: journal of synthetic organic chemistry, 2010; 2010(11):1845-1859 | - |
dc.identifier.issn | 0039-7881 | - |
dc.identifier.issn | 1437-210X | - |
dc.identifier.uri | http://hdl.handle.net/2440/63251 | - |
dc.description.abstract | The synthesis of a series of -fluorinated β2- and β3-amino acid derivatives is described. Stereoselective fluorination at the -carbon of the β3-amino acids was achieved by deprotonation with lithium diisopropylamide followed by treatment with N-fluorobenzenesulfonimide. Fluorination of β2-amino acids employed the chiral auxiliary (4R)-4-benzyl-2-oxazolidinone. The α-fluorinated amino acids and their non-fluorinated precursors were found to competitively inhibit α-chymotrypsin. © Georg Thieme Verlag Stuttgart New York. | - |
dc.description.statementofresponsibility | Victoria Peddie, Markus Pietsch, Karen M. Bromfield, Robert N. Pike, Peter J. Duggan, Andrew D. Abell | - |
dc.language.iso | en | - |
dc.publisher | Georg Thieme Verlag KG | - |
dc.rights | © Georg Thieme Verlag Stuttgart - New York | - |
dc.source.uri | http://dx.doi.org/10.1055/s-0029-1218743 | - |
dc.subject | β-amino acids | - |
dc.subject | fluorination | - |
dc.subject | crystal structure | - |
dc.subject | α-chymotrypsin | - |
dc.subject | inhibitor | - |
dc.title | Fluorinated β²- and β³-amino acids: synthesis and inhibition of α-chymotrypsin | - |
dc.title.alternative | Fluorinated beta(2)- and beta(3)-amino acids: synthesis and inhibition of alpha-chymotrypsin | - |
dc.type | Journal article | - |
dc.identifier.doi | 10.1055/s-0029-1218743 | - |
dc.relation.grant | http://purl.org/au-research/grants/arc/DP0771901 | - |
dc.relation.grant | http://purl.org/au-research/grants/arc/DP0771901 | - |
pubs.publication-status | Published | - |
dc.identifier.orcid | Peddie, V. [0000-0002-7429-5396] | - |
dc.identifier.orcid | Abell, A. [0000-0002-0604-2629] | - |
Appears in Collections: | Aurora harvest Chemistry publications IPAS publications |
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