14440-50-7Relevant academic research and scientific papers
Synthesis and reactivity of nonstabilized diazo sugars
Alexander, Michael S.,Horton, Derek
, p. 31 - 43 (2007)
1,6-Anhydro-4-deoxy-4-diazo-2,3-O-isopropylidene-β-d-lyxo-hexopyranose (4) is a stable crystalline compound readily accessible by an improved synthetic procedure. It has been used as a model for evaluating the reactivity of the diazo group, when not stabilized by an adjacent carbonyl function, in a rigid chiral matrix. A range of carbene-type, electrophile-promoted, and 1,3-dipolar reactions were evaluated, leading to 4,4′-alkene dimers, 4-deoxy-3-enose and related derivatives, 4,4-dihalo compounds, 4-spirocyclopropane derivatives, 4-spiropyrazole structures, and by skeletal rearrangement, branched-chain anhydropentose structures having a bicyclo[2.2.2] skeleton.
Dimerization of aldosuloses and aldonolactones into branched higher carbon sugars
Zhao, Yachen,Wang, Shengyang,Yu, Biao
supporting information, p. 2020 - 2022 (2020/02/22)
Homo-dimerizations of a variety of aldosulose and aldonolactone derivatives via aldol and Claisen reactions have been achieved, leading to novel branched higher carbon sugars in a highly stereoselective manner.
Intra- and intermolecular 1,3-dipolar cycloaddition of sugar ketonitrones with mono-, di-, and trisubstituted dipolarophiles
Torrente, Susana,Noya, Beatriz,Branchadell, Vicenc,Alonso, Ricardo
, p. 4772 - 4783 (2007/10/03)
The 1,3-dipolar cycloaddition of sugar ketonitrones is a useful synthetic procedure to build up nitrogenated quaternary centers in terms of scope (substrate, dipolarophile, inter- and intramolecular versions), yield, and regio- and stereoselectivity. The
A carbohydrate synthesis employing a photochemical decarbonylation
Kadota, Kohei,Ogasawara, Kunio
, p. 8661 - 8664 (2007/10/03)
A new route to the aldopentoses, ribose and lyxose, and the aldohexoses, talose and gulose, has been developed using chiral building blocks containing a bicyclo[3.2.1]octane framework by employing a photochemical decarbonylation reaction as the key step.
Structural probing of ketone catalysts for asymmetric epoxidation
Tu, Yong,Wang, Zhi-Xian,Frohn, Michael,He, Mingqi,Yu, Hongwu,Tang, Yong,Shi, Yian
, p. 8475 - 8485 (2007/10/03)
A series of chiral ketones derived from carbohydrates were investigated as catalysts for the asymmetric epoxidation. Fructose-derived ketones are found to be efficient catalysts. The studies show that the structural requirements for the ketone catalysts are very stringent and different types of olefins may require ketones with different structural arrangements. The current study allows us to further understand the chiral ketone catalyzed asymmetric epoxidation and provides some insight for the development of new catalysts.
