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Novel stereocontrolled glycosidations of olivoses using montmorillonite K-10 as an environmentally benign catalyst

✍ Scribed by Takaaki Jyojima; Naoki Miyamoto; Yasumasa Ogawa; Shuichi Matsumura; Kazunobu Toshima

Book ID
104261707
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
234 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Novel stereocontrolled glycosidations of 3,4-di-O-wotected olivoses and alcohols using a heterogenem~ and environmentally benign solid acid, montmoriilonite K-10, have been developed. The glycosidatlons of the 3-O-Ac-4-O-TBS-olivuse (4) and various alcohols using montmorilionite K-10 in CH2CI2 at 25 Β°C exclusively gave the ~neq~gling a-oUvosides in high ~ On the other hand, the corresponding {~-olivosides were wedominatedy obtained by the glycosidations of the 3-O-TBS-4-O-Ac-olivose (S) and various alcohols under similar conditions.

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Environmentally benign aryl C-glycosidat
Environmentally benign aryl C-glycosidations of unprotected sugars using montmorillonite K-10 as a solid acid
✍ Kazunobu Toshima; Yasunobu Ushiki; Goh Matsuo; Shuichi Matsumura πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 181 KB

Highly practical aryl C-glycosidations of unprotected l-OMe and I-OH sugars with phenol and naphthol derivatives were effectively realized using montmorillonite K-IO as an environmentally compatible solid acid in CHC13 or 1-120.