V. Ferrieres et al., Sulfur atom configuration of sulfinyl galactofuranosides determines different reactivities in glycosylation reactions, TETRAHEDR L, 41(29), 2000, pp. 5515-5519
Sulfinyl beta-D-galactofuranosides 3(R,S) and 9(R,S) were used as new hexof
uranosyl donors in glycosylation reactions. Activation by trifluoromethanes
ulfonic anhydride involved different reaction pathways depending on the ste
reochemistry at the sulfur atom. Experimental results underlined a more sui
table reactivity of 3(R) and 9(R) versus 3(S) and 9(S), respectively, for t
he synthesis of beta-D-galactofuranosides. (C) 2000 Elsevier Science Ltd. A
ll rights reserved.