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Enantiospecific synthesis of pseudoacarviosin as a potential antidiabetic agent.
TLDR
P pseudo-1,4'- N-linked disaccharide has been shown to be a potent inhibitor of alpha-glucosidases, particularly the intestinal mucosal enzymes sucrase and glucoamylase of relevance to blood glucose control.
trans-acetonide controlled endo-selective intramolecular nitrone-alkene cycloaddition of hept-6-enoses: a facile entry to calystegines, tropanes, and hydroxylated aminocycloheptanes.
High-yielding endo-selective intramolecular nitrone-alkene cycloaddition (INAC) reactions of hept-6-enoses controlled by a trans-acetonide to give bridged bicyclo[4.2.1]isoxazolidines exclusively are
Intramolecular nitrile oxide-alkene cycloaddition of sugar derivatives with unmasked hydroxyl group(s).
TLDR
The INOC reaction, using chloramine-T, in the presence of silica gel, to generate nitrile oxides from oximes, proceeded smoothly to afford five- or six-membered carbocycles in good to excellent yields.
Stereo- and regioselectivity in an intramolecular nitrone-alkene cycloaddition of hept-6-enoses with a trans-acetonide blocking group.
From sugar to cycloadduct: The effect of the trans-acetonide blocking group and the stereochemistry of the substituents on the regio- and stereoselectivity in the intramolecular nitrone-alkene
CCDC 621694: Experimental Crystal Structure Determination
Related Article: Tony K.M.Shing, Wai F.Wong, Hau M.Cheng, Wun S.Kwok, King H.So|2007|Org.Lett.|9|753|doi:10.1021/ol062873p