TABLE 1.

Representative O-Ribosylations of Alcohols Using p-Tolyl thioglycosides and p-TolSOTf.^a

Entry	Donor	Acceptor	Temperature (°C)	Condition	Major Product	Yield(%)	α/β Selectivity (4/3)b
1			-78~0	A		98	0/1
2						98	0/1
3			-78~0	A		100	0/1
4			-78~0	B		95	0/1
5						98	0/1
6			0	B		98	0/1
7						95	0/1
8						85	0/1
9			0	B		90	6.6/1
10						75	6.0/1
11						78	5.0/1
12			0	B		95	1/1.1
13						85	1/1.1
14						80	1/1.1
15			0	B		85	1/3.0
16						90	1/3.0
17						85	1/5.5
18						90	1/5.5
19			0	B		90	0/1
20						80	0/1
21						90	0/1

^a2 equivalents of donors against acceptor were used in all reactions.

^bratio was established by ¹H-NMR analysis or based on isolated yield.