REGIOSELECTIVE PROTECTION OF THE 2'-HYDROXYL GROUP OF N-ACYL-3',5'-O-DI(T-BUTYL)SILANEDIYLNUCLEOSIDE DERIVATIVES BY USE OF T-BUMGCL AND 2-(TRIMETHYLSILYL)ETHOXYMETHYL CHLORIDE
T. Wada et al., REGIOSELECTIVE PROTECTION OF THE 2'-HYDROXYL GROUP OF N-ACYL-3',5'-O-DI(T-BUTYL)SILANEDIYLNUCLEOSIDE DERIVATIVES BY USE OF T-BUMGCL AND 2-(TRIMETHYLSILYL)ETHOXYMETHYL CHLORIDE, Tetrahedron letters, 36(10), 1995, pp. 1683-1684
Regioselective 2'-O-protection of N-protected 3',5'-O-di(t-butyl)silan
ediylribonucleoside derivatives with the 2-(trimethylsilyl)ethoxymethy
l (SEM) group has been achieved by use of t-BuMgCl and 2-(trimethylsil
yl)ethoxymethyl chloride. The former was used as a base. The 2'-O-SEM
protected ribonucleoside derivatives were converted via a three-step r
eaction into the corresponding phosphoramidite building blocks in good
overall yields.