Synthesis of glycoconjugate fragments of mycobacterial phosphatidylinositol mannosides and lipomannan

• Benjamin Cao,
• Jonathan M. White and
• Spencer J. Williams

Beilstein J. Org. Chem. 2011, 7, 369–377, doi:10.3762/bjoc.7.47

• substantially less nonspecific interaction with proteins over other fluorescent dyes [45]. Using alkynyl-NBD 30 (prepared in one step from NBD chloride and propargylamine) [34], the disaccharide 1 and trisaccharides 2 and 3 were coupled upon treatment with CuSO4, sodium ascorbate and the Cu(I)-stabilizing

Synthesis of new triazole- based trifluoromethyl scaffolds

• Michela Martinelli,
• Thierry Milcent,
• Sandrine Ongeri and
• Benoit Crousse

Beilstein J. Org. Chem. 2008, 4, No. 19, doi:10.3762/bjoc.4.19

• ) species can be used directly (e.g. CuI), or generated by oxidation of a Cu(0) or reduction of a Cu(II) species. Catalysis by the CuI is known to yield exclusively the 1,4-disubstituted regioisomer [33][34]. First, the N-(p-methoxyphenyl)-1-(trifluoromethyl)propargylamine was reacted with benzyl azide in

• applied our strategy to the enantiopure trifluoromethyl-propargylamine 3 bearing the removable (R)-phenylglycinol chiral auxiliary (Scheme 2) [30][31][32]. The reaction was carried out under the same condition with azidoacetic acid methyl ester and afforded the cycloadduct 4 in good yield (79%) and as a

• . Experimentally found NOE correlation for compound 2c. Synthetic approach to the trifluoromethyl triazoles. Cycloaddition of enantiopure propargylamine. Copper(I)-catalyzed synthesis of 1,4-disubstituted triazoles Supporting Information Supporting Information File 50: General methods, synthetic procedure and