90633-94-6Relevant articles and documents
Synthesis of glyco-fused bicyclic compounds; Conformationally constrained scaffolds and useful polyfunctional building blocks
Cardona, Francisco,D'Orazio, Giuseppe,Silva, Artur M. S.,Nicotra, Francesco,La Ferla, Barbara
, p. 2549 - 2556 (2014/05/06)
We synthesized fused bicyclic polyfunctional compounds containing a highly hydroxylated pyran ring starting from commercially available methyl glucopyranoside and adopting a RCM annulation approach. The versatile α,β-unsaturated ketone group was introduced on the newly formed ring and, as an example of the potential of these polyfunctionalized building blocks, a tetracyclic compound was synthesized through a Diels-Alder cycloaddition reaction. Bicyclic polyfunctional glycol-fused compounds have been synthesized from commercially available methyl gluco-pyranoside. These molecules, with their high chirality content, presence of an α,β-unsaturated ketone and multiple hydroxyl groups represent useful building blocks for the preparation of complex, optically pure compounds. Copyright
Disaccharide-containing macrocycles by click chemistry and intramolecular glycosylation
Tiwari, Vinod K.,Kumar, Amit,Schmidt, Richard R.
supporting information; experimental part, p. 2945 - 2956 (2012/07/27)
In this study o- and m-xylylene moieties in combination with a triazolylmethyl moiety have been successfully employed as a relatively rigid spacer system in intramolecular glycosylation reactions. Phenyl 3,4,6-tri-O-benzyl-2-O-propargyl-1-thio-D-glucopyra
Substrate dependent intramolecular Pauson-Khand reaction of carbohydrate exo-methylene derivatives. Unexpected formation of fused '[4.1.0] bicycloheptene - pyranose' tricyclic product
Borodkin,Shpiro,Azov,Kochetkov
, p. 1489 - 1492 (2007/10/03)
Attempted Pauson-Khand cyclisation of exo- methylene carbohydrate enynic substrates is described. 3-Exo methylene derivative cyclises to give a normal Pauson-Khand product while cyclisation of a 4-exo methylene analog follows a previously unreported pathway to give fused '[4.1.0] bicycloheptene - pyranose' tricyclic product.