Facile synthesis of glycofuranosyl isothiocyanates
1997; Elsevier BV; Volume: 304; Issue: 3-4 Linguagem: Inglês
10.1016/s0008-6215(97)00242-5
ISSN1873-426X
AutoresCarla Marino, Oscar Varela, Rosa M. de Lederkremer,
Tópico(s)Chemical Synthesis and Analysis
ResumoAbstract Peracylated glycofuranosyl isothiocyanates are obtained under smooth conditions starting from the corresponding glycosyl chloride by reaction with potassium thiocyanate in anhydrous acetone at room temperature, classical conditions for the synthesis of glycopyranosyl thiocyanates. In the case of furanoses, no glycosyl thiocyanates are obtained, and the procedure leads to the 1,2- trans isothiocyanates, stereoselectively, with over 80% yield.
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