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Last name: MORENO VARGAS
First name: Antonio José
We present herein a selection of ingenious methods that have been developed to convert inexpensive furan, pyrrole and unsaturated hydrocarbons into enantiomerically enriched monosaccharides and analogues of biological interest.
Since the discovery of the 'formose reaction' by Butlerow,[1] total synthesis of carbohydrates has undergone rapid development. The most important methods for the asymmetric synthesis of monosaccharides and analogues of biological importance are presented. Nowadays any natural and non-natural monosaccharide can be prepared pure in both...
The synthesis of 3-substituted l-fuco-azafagomines from d-lyxose is reported. They represent the first example of aza-C-glycosides having a biimino (-NH-NH-) moiety. The key step of the synthesis is the introduction of the hydrazine moiety by reductive hydrazination of a 1-deoxy-ketohexose with tert-butyl carbazate. Their glycosidase inhibitory...
A review dealing with 1,4-iminoalditol (hydroxylated pyrrolidine) derivatives as inhibitors of α-l-fucosidases including the different synthetic approaches for their preparation as well as their inhibitory properties is presented.
The synthesis of chiral furan amino acid analogues of D - and L -serine is reported. The developed methodology starting from D -xylose affords the corresponding amino acid derivative analogue of D -serine enantiomerically pure. Starting from D -arabinose, the corresponding analogue of L -serine was isolated in 92.3% enantio- meric...
The synthesis of new multivalent architectures based on a trihydroxypiperidine α -fucosidase inhibitor is reported herein. Tetrava- lent and nonavalent dendrimers were obtained by means of the click chemistry approach involving the copper azide-alkyne- catalyzed cycloaddition (CuAAC) between suitable scaffolds bearing terminal alkyne moieties...
We have developed [2.2.1]azabicyclic vinyl sulfone reagents that simultaneously enable cysteine-selective protein modification and introduce a handle for further bioorthogonal ligation. The reaction is fast and selective for cysteine relative to other amino acids that have nucleophilic side-chains, and the formed products are stable in human...
Iminosugar derivatives containing a pyrrolidine-phosphine moiety were prepared from carbohydrates and used as catalysts in the [3 + 2] cycloaddition reaction between alkyl allenoates and electron-deficient imines. The corresponding 1,2,3,5-tetrasubstituted pyrrolines were obtained in good yields and diastereoselectivities but with moderate...
Tiofucósidos conteniendo prolinas hidroxiladas, síntesis y usos de los mismos. Compuesto que comprende un tiofucósido conteniendo prolinas hidroxiladas. La invención también se refiere al método de obtención de dicho compuesto y a su aplicación en el tratamiento de alteraciones o desórdenes en los que intervienen selectinas, como, por ejemplo,...
Tiofucósidos conteniendo polihidroxialquil-furanos, síntesis y usos de los mismos. Compuesto que comprende un tiofucósido conteniendo polihidroxialquil-furanos. La invención también se refiere al método de obtención de dicho compuesto y a su aplicación en el tratamiento de alteraciones o desórdenes en los que intervienen selectinas, como, por...