Nucleoside syntheses, XXII¹⁾ Nucleoside synthesis with trimethylsilyl triflate and perchlorate as catalysts

Abstract

Abstract The novel Lewis acids (CH 3 ) 3 SiOSO 2 CF 3 ( 3 ), (CH 3 ) 5 SiOSO 2 C 4 F 9 ( 6 ), and (CH 3 ) 3 SiClO 4 ( 4 ) are highly selective and efficient Friedel‐Crafts catalysts for nucleoside formation form silylated heterocycles and peracylated sugars as well as for rearrangements of persilylated protected nucleosides. With basic silylated heterocycles these new catalysts give much higher yields of the natural N ‐1‐nucleosides than with SnCl 4 .