Mild synthesis of mercaptonitriles from vinyl nitriles and their cyclization reactions
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The stereoselective synthesis of new 3,4-dihydroxypyrrolidine derivatives starting from D-mannose, D-ribose and L-fucose is presented. Two synthetic strategies employing organometallic addition to hemiacetalic sugars followed by selective nucleophilic disp ...
This thesis is divided in seven main chapters including an introduction about the state of the art in the field, four main chapters describing the main part of the work, a short insight on the implications of the presented results for other research projec ...
A series of aryl nitrile-based ligands were prepd. to investigate the effect of their electrophilicity on the affinity against the cysteine proteases rhodesain and human cathepsin L. D. functional theory calcns. provided relative reactivities of the nitril ...
Catalyzed by p-toluenesulfonic acid in dry acetonitrile, oxirane-containing tertiary enamides underwent efficient cyclization via intramolecular addition to produce 3-hydroxy-3,4-dihydropyridin-2(1H)-one derivatives in moderate to good yields. ...
Sequential intermolecular atom transfer radical addition reactions of activated dichlorides Cl2CRR′ (R = CN, CO2Et, R′ = H, CN, CO2Et) with two olefins catalyzed by [Cp*RuCl2(PPh3)] in the presence Mg allow the synthesis of linear 1,5-dichlorides. Differen ...
A conceptually novel macrolactonization technology is described. A strategically positioned 5-aminooxazole served as an internal traceless activator of the neighboring C-terminal carboxylic acid allowing the occurrence of macrolactonization under mild acid ...
Complestatin was isolated in 1980 from the mycelium of Streptomyces lavendulae as inhibitor of alternative pathways to the complement cascade. An efficient synthesis of complestatin was developed. Intramol. Suzuki-Miyaura and SNAr reactions were employed f ...
Reaction of aldehydes, anilines, and enecarbamates in dichloromethane in the presence of EtOH and a catalytic amt. of chiral phosphoric acid I afforded the Mannich adducts which were in situ reduced to anti-1,2-disubstituted 1,3-diamines II in excellent di ...
A concise total synthesis of arylomycin A2 was accomplished featuring a key intramol. Suzuki-Miyaura reaction for the formation of the 14-membered meta,meta-cyclophane and direct coupling of a fully elaborated peptide side-chain with the macrocyclic core. ...
The reaction of tetranitromethane with B-alkylcatecholboranes leads to the formation of unusual dinitrooxime ethers. A tentative mechanism is provided, which suggests the involvement of extremely fast addition of alkyl radicals to tetranitromethane. The su ...