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Homochiral carbon branched piperidines from carbon branched sugar lactones: 4-C-methyl-deoxyfuconojirimycin (DFJ) and its enantiomer - removal of glycosidase inhibition

Abstract:
The value of readily available 2-C-methyl aldonic acids in short syntheses of carbon branched piperidines containing quaternary centers is demonstrated. The effect of the introduction of a 4-C-methyl group into piperidine imino sugar inhibitors of l-fucosidases and d-galactosidases is reported. © 2007 Elsevier Ltd. All rights reserved.
Publication status:
Published

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Authors


Hotchkiss, DJ More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
TETRAHEDRON-ASYMMETRY
Volume:
18
Issue:
4
Pages:
500-512
Publication date:
2007-03-12
DOI:
EISSN:
1362-511X
ISSN:
0957-4166
URN:
uuid:b2cae2ab-0735-4d03-8aff-411d561bc401
Source identifiers:
40327
Local pid:
pubs:40327
Language:
English

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