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Asymmetric synthesis of beta-fluoroaryl-beta-amino acids

Abstract:
The conjugate addition of lithium (R)-N-benzyl-N-(α-methylbenzyl) amide to a range of β-fluoroaryl-α,β-unsaturated esters gave the corresponding β-amino esters with high diastereoselectivity and in good isolated yields. Sequential treatment of the resultant β-fluoroaryl-β- amino esters under optimised hydrogenolysis conditions, followed by ester hydrolysis with 2.0 M aq HCl, provided access to a range of β-fluoroaryl- β-amino acids in good yield. © 2012 Elsevier Ltd. All rights reserved.
Publication status:
Published

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Fletcher, AM More by this author
Roberts, PM More by this author
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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
TETRAHEDRON-ASYMMETRY
Volume:
23
Issue:
11-12
Pages:
910-925
Publication date:
2012-06-30
DOI:
EISSN:
1362-511X
ISSN:
0957-4166
URN:
uuid:72e7a3c5-4a53-48d1-85a9-24c9d9bbfe96
Source identifiers:
344544
Local pid:
pubs:344544
Language:
English

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