Abstract:We herein report the coupling of various amides and ureas to glycosyl halides in the presence of silver triflate at room temperature. A 1:1 mixture of α/ diastereomers was obtained when alkyl/heteroaryl amides and substituted ureas were added to gluco and galacto haloglycosides. The effect of temperature, halogen, protecting group of the sugar and substituent of the amide in the overall yields and stereoselectivity
Reaction of Tetrahydro-β-carboline-1-carboxylic Acid with Isocyanates and Isothiocyanates. Synthesis of 1-Alkyl-or Arylcarbamoylβ-carbolines.-The carboxylic acid (I) mentioned in the title reacts with isocyanates (II) to give the tetrahydro-β-carbolinehydantoin ring systems ( III) which are oxidized by selenium dioxide to yield the 1-substituted β-carbolines (IV). However, the reaction of (I) with the isothiocyanates (V) leads to the formation of the 2-thiocarbamoyl derivatives (VI). -(LOPEZ-RODRIGUEZ, M. L.; MORCILLO, J.; GIL, P. J.; ROSADO, L.; VENTURA, P.; Heterocycles 37 (1994) 2, 1053-1068; Dep. Quim. Org. I, Fac. Cienc. Quim., Univ.
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