Cyanuric Chloride as an Efficient Catalyst for the Synthesis of 2,3-Unsaturated O-Glycosides by Ferrier Rearrangement

Table 2

Preparation of 2,3-unsaturated O-glycosides.

Entry	Alcohols	Products	Time/min	Yield/%	α/β ^a
1	MeOH		30	90	7 : 1
2	EtOH		30	91	10 : 1
3			45	84	8 : 1
4			30	89	8 : 1
5			30	93	α
6			45	89	α
7			45	90	α
8			30	88	8 : 1
9			45	85	11 : 1
10			45	94	11 : 1
11			45	91	10 : 1
12			60	88	9 : 1
13			60	87	9 : 1
14			60	86	α
15			60	86	α
16			45	88	α
17			45	85	α

aThe α/β ratio was determined from the anomeric proton ratio in the ¹H NMR spectra.