117858-82-9Relevant academic research and scientific papers
Amino-P Ligands from Iminosugars: New Readily Available and Modular Ligands for Enantioselective Pd-Catalyzed Allylic Substitutions
Borràs, Carlota,Elías-Rodríguez, Pilar,Carmona, Ana T.,Robina, Inmaculada,Pàmies, Oscar,Diéguez, Montserrat
, p. 1682 - 1694 (2018/06/18)
The construction of a novel class of amino-phosphite/phosphinite/phosphine ligands containing a protected pyrrolidine-3,4-diol moiety is presented. These ligands are obtained from readily available sugars. They thus contain the advantages of carbohydrates in terms of selection of the stereogenic carbons, polyfunctional groups able to modulate the electronic and steric properties, and the general good stability of carbohydrate derivatives. They constitute a novel class of P,N-ligands that have been used in the enantioselective allylic substitutions of acyclic and cyclic substrates with varied electronic and steric requirements, using different C- and N-nucleophiles, with high enantioselectivities. Among the three groups of P,N-ligands (amino-P; P = phosphite, phosphinite, and phosphine groups) the new amino-phosphite ligands give the widest substrate and nucleophile scope, including the more challenging hindered linear and cyclic substrates. In particular, for carbohydrate-derived amino-phosphite ligands and linear substrates, high enantioselectivity in the reactions requires an R configuration of the binaphthyl moiety. However, for cyclic substrates both product enantiomers can be reached by setting out the chirality of the binaphthyl phosphite moiety. A detailed investigation of the appropriate Pd intermediates is also presented.
Aglycon Mimicking: Glycoside Bond Cleavage Transition State Mimics based on Hydroxypyrrolidine Inhibitors
Mikkelsen, Gitte,Christensen, Troels V.,Bols, Mikael,Lundt, Inge,Sierks, Michael R.
, p. 6541 - 6544 (2007/10/02)
β-L-xylopyranosides of a number of both known and new hydroxypyrrolidines were prepared.
Method of inhibiting virus
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, (2008/06/13)
A group of five- and six-membered heterocyclic compounds having a nitrogen in the ring and 2 to 3 hydroxyl substituents on the ring are effective inhibitory agents of human immunodeficiency virus.
SYNTHESIS FROM D-MANNOSE OF 1,4-DIDEOXY-1,4-IMINO-L-RIBITOL AND OF THE α-MANNOSIDASE INHIBITOR 1,4-DIDEOXY-1,4-IMINO-D-TALITOL
Fleet, George W. J.,Son, Jong Chan,Green, Donovan St. C.,Bello, Isabelle Cenci di,Winchester, Bryan
, p. 2649 - 2656 (2007/10/02)
The syntheses of 1,4-dideoxy-1,4-imino-L-ribitol and of 1,4-dideoxy-1,4-imino-D-talitol from D-mannose are described. 1,4-Dideoxy-1,4-imino-D-talitol is a specific and competitive inhibitor of human liver α-mannosidase in vitro and also blocks the lysosomal catabolism of asparigine-linked glycans of glycoproteins in vivo.
