NEW SYNTHETIC METHODS AND REAGENTS FOR COMPLEX CARBOHYDRATES .9. ARYLD-GLUCOPYRANOSIDES AND 1-ARYL-1-DEOXY-D-GLUCOPYRANOSES FROM 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSYL DIMETHYLPHOSPHINOTHIOATE
T. Yamanoi et al., NEW SYNTHETIC METHODS AND REAGENTS FOR COMPLEX CARBOHYDRATES .9. ARYLD-GLUCOPYRANOSIDES AND 1-ARYL-1-DEOXY-D-GLUCOPYRANOSES FROM 2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GLUCOPYRANOSYL DIMETHYLPHOSPHINOTHIOATE, Bulletin of the Chemical Society of Japan, 67(5), 1994, pp. 1488-1491
The reactions of 2,3,4,6-tetra-0-benzyl-alpha-D-glucopyranosyl dimethy
lphosphinothioate and phenolic compounds gave the corresponding aryl a
lpha-D-glucopyranosides predominantly in good yields, even when the tr
imethylsiloxy derivatives of benzene, which are known to afford 1-aryl
-1-deoxy-D-glucopyranoses by the conventional methods, were used as ac
ceptors. On the other hands, 1-ary-1-deoxy-beta-D-glucopyranose was ob
tained in good yield when 1,3,5-trimethoxybenzene was used as an accep
tor.