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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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β-M-eeeee MM8MMe MMe MMe MMe MeMe8, 8-Å ­eeeeeeeee eeeeee β/α 88/88 [‌88‌]
α-M-eeeee MM8MMe MMe MMe M MMMMMe, 8-Å eeeeeeeee eeeeee, 8e α 88 [‌88‌]
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β-M-eeeee MM8MMMe-Me MMMe-Me MMMe-Me MMMe-Me MMM, MeMeM8, 88.8e β 88 [‌88‌]
M-eeeeeee MM8MMe MMe MMe MMe MeMe8, ee, 8eee α 88 [‌88‌]
β-M-eeeee MM8MMe MMe MMe M Meeee-88M(M+), 8888°M, 88e e 88 [‌88‌]
M-eeeee MM8MMe MMe MMe MMMe MeMe, eeee, 88e α 88 [‌88‌]

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