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Addition of lithiated enol ethers to nitrones and subsequent Lewis acid induced cyclizations to enantiopure 3,6-dihydro-2H-pyrans – an approach to carbohydrate mimetics

A stereodivergent synthesis of enantiopure 3,6-dihydro-2H-pyrans is presented. The addition of lithiated enol ethers to carbohydrate-derived nitrones afforded syn- or anti-configured hydroxylamine derivatives 4a–d that were cyclized under Lewis acidic conditions to yield functionalized dihydropyrans...

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Detalhes bibliográficos
Main Authors: Pfrengle, Fabian, Reissig, Hans-Ulrich
Formato: Artigo
Idioma:Inglês
Publicado em: Beilstein-Institut 2010
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC2919261/
https://ncbi.nlm.nih.gov/pubmed/20703374
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.3762/bjoc.6.75
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