Bis-furyl alditols via SnCl4- or ZnCl2-catalysed reaction of furans with sugars

Article abstract of DOI:10.1016/j.tetlet.2011.10.041

Alditols have been obtained in very high yield using an excess of electron-rich furans with respect to the protected sugars. The scope and limitation of the reaction have been explored.

Full text of DOI:10.1016/j.tetlet.2011.10.041

Supplementary Data
Bis-furyl alditols via SnCl4- or ZnCl2-catalysed reaction of furans with sugars
Flavio Cermola, Fabio Temussi and M. Rosaria Iesce
1H NMR spectrum of 6b
13C NMR spectrum of 6b
1H NMR spectrum of 6c
13C NMR spectrum of 6c
2D-gHMQC of 6c
p. 2
p. 3
p. 4
p. 5
p. 6
p. 7
p. 8
p. 9
p. 10
p. 11
p. 12
1H NMR spectrum of 7c
13C NMR spectrum of 7c
2D-gHMQC of 7c
1H NMR spectrum of 9b
13C NMR spectrum of 9b
2D-gHMQC of 9b
1

Me
Me
O
O
BnO H
H OBn
H OH
CH2OBn
6b
1H NMR of 6b.
2

150
140
130
120
110
100
90
80
70
60
50
40
30
20
10
13C NMR of 6b.
3

Bn
Bn
O
O
BnO H
H OBn
H OH
CH2OBn
6c
1H NMR of 6c.
4

13C NMR of 6c.
5

HMQC of 6c.
6

Bn
Bn
O
O
H OBn
BnO H
H OBn
H OH
CH2OBn
7c
1H NMR of 7c.
7

13C NMR of 7c.
8

HMQC of 7c.
9

Me
Me
O
O
H OAc
H OAc
H OH
CH2OAc
9b
1H NMR of 9b.
10

13C NMR of 9b.
11

HMQC of 9b.
12