4.5 Article

Reciprocal Donor-Acceptor Selectivity: the Influence of the Donor O-2 Substituent in the Regioselective Mannosylation of myo-Inositol Orthopentanoate

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2009, 期 3, 页码 403-411

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200800991

关键词

Carbohydrates; Glycosides; Regioselectivity; Glycosylation; myo-Inositol; n-Pentenyl orthoester; Thioglycoside; Donor-acceptor systems

资金

  1. Ministerio de Ciencia y Tecnologia (MCYT) [CTQ-2006-C03]
  2. US National Science Foundation [CHE-0243436]

向作者/读者索取更多资源

The regioselectivity in the glycosylation of myo-inositol orthopentanoate with an n-pentenyl orthoester (NPOE) and an armed thioglycoside as glycosyl donors has been examined. The NPOE displayed higher regioselectivity and its preferred site for glycosidation coincided with that for selective acylation with RCOCl/pyridine. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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