Stereoselective synthesis of a series of new N-alkyl-3-hydroxypiperidine derivatives containing a hemiketal

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DOIResolve DOI: http://doi.org/10.1002/ejoc.201100533
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TypeArticle
Journal titleEuropean Journal of Organic Chemistry
ISSN1434-193X
Issue25
Pages48344840; # of pages: 7
AbstractA series of new N-alkyl-3-hydroxypiperidine derivatives containing a five-membered hemiketal were synthesized from 1-C-acetylmethyl sugars. Based on the stereochemistry of the products obtained, a plausible mechanism is illustrated. A new approach to the hemiketal, which has undergone hydrogenation in the presence of Pd/C and β-elimination and intramolecular cycloaddition with 1 % NaOMe in methanol, is reported. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada (NRC-CNRC); NRC Institute for Biological Sciences (IBS-ISB)
Peer reviewedYes
NPARC number21271257
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Record identifier7f96ab55-1137-4624-b693-b0f149c1b9c5
Record created2014-03-24
Record modified2016-05-09
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