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Title

Chemoenzymatic synthesis of glycosyl-deoxyinositol derivatives. First example of a fagopyritol β-analogue containing an aminoinositol unit

AuthorsBellomo, Ana; Bonilla, Julia B.; López-Prados, Javier; Martín-Lomas, Manuel; González, David
KeywordsSynthesis
fagopyritol β-analogues
Aminoinositol
Chemoenzymatic
Glycoside
Issue Date14-Sep-2009
PublisherElsevier
CitationTetrahedron Asymmetry 17(8): 2061-2064 (2009)
AbstractThe first synthesis of two fagopyritol β-analogues (β-d-galactopyranosyl-(1′→1)-conduramine F-4 and β-d-galactopyranosyl-(1′→3)-4-aminodeoxy-l-chiro-inositol) has been accomplished by a chemoenzymatic route in satisfactory yields. The key step of the synthesis is the TMSOTf-promoted glycosylation reaction of a deoxyconduritol derivative. The methodology is amenable to scale-up and expandable to the preparation of other pseudofagopyritols.
Description4 páginas, 3 esquemas.
Publisher version (URL)http://dx.doi.org/10.1016/j.tetasy.2009.08.011
URIhttp://hdl.handle.net/10261/37891
DOI10.1016/j.tetasy.2009.08.011
ISSN0957-4166
Appears in Collections:(IIQ) Artículos
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