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29.15.1.1.3 Method 3: Synthesis from 1-O-Acetyl Glycosides

DOI: 10.1055/sos-SD-029-00907

Kryczka, B.; Lewkowski, J.; Zawisza, A.Science of Synthesis, (200729975.

Although early studies focused on the glycosidation of 1-O-acetyl sugars with phenol using 4-toluenesulfonic acid or zinc(II) chloride, other promoters are often now used for the formation of 1-O-methyl glycosides 18 from 1-O-acetylated monosaccharides 17. These reagents include boron trifluoridediethyl ether complex, trimethylsilyl trifluoromethanesulfonate, tin(IV) chloride, and iron(III) chloride (Scheme 6).[‌12‌,‌13‌,‌25‌‌33‌]

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References