A highly stereoselective synthesis of β-olivosides by glycosidations of 2-iodo-olivosyl fluoride using montmorillonite K-10 as an environmentally benign solid acid

被引：8

作者：

Toshima, K ^{[1
]}

Uehara, K ^{[1
]}

Nagai, H ^{[1
]}

Matsumura, S ^{[1
]}

机构：

[1] Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan

来源：

GREEN CHEMISTRY | 2002年 / 4卷 / 01期

关键词：

D O I：

10.1039/b109172g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The novel and highly beta-stereoselective glycosidations of a 2-iodo-olivosyl fluoride and alcohols using a heterogeneous and environmentally benign solid acid, montmorillonite K-10, have been developed to afford the corresponding 2-iodo-beta-olivosides in high yields with high stereoselectivities.

引用

页码：27 / 29

页数：3

共 32 条

[1] Environmentally benign β-stereoselective glycosidations of glycosyl phosphites using a reusable heterogeneous solid acid, montmorillonite K-10
Nagai, H
Sasaki, K
Matsumura, S
Toshima, K
CARBOHYDRATE RESEARCH, 2005, 340 (03) : 337 - 353
[2] Environmentally benign aryl C-glycosidations of unprotected sugars using montmorillonite K-10 as a solid acid
Toshima, K
Ushiki, Y
Matsuo, G
Matsumura, S
TETRAHEDRON LETTERS, 1997, 38 (42) : 7375 - 7378
[3] Environmentally Benign Aryl C-Glycosidations of Unprotected Sugars Using Montmorillonite K-10 as a Solid Acid
Toshima, K.
Ushiki, Y.
Matsuo, G.
Matsumura, S.
(38):
[4] Novel stereocontrolled glycosidations of olivoses using montmorillonite K-10 as an environmentally benign catalyst
Jyojima, T
Miyamoto, N
Ogawa, Y
Matsumura, S
Toshima, K
TETRAHEDRON LETTERS, 1999, 40 (27) : 5023 - 5026
[5] Environmentally benign and stereoselective formation of β-O-glycosidic linkages using benzyl-protected glucopyranosyl phosphite and montmorillonite K-10
Nagai, H
Matsumura, S
Toshima, K
TETRAHEDRON LETTERS, 2002, 43 (05) : 847 - 850
[6] Facile and environmentally friendly synthesis of nitropyrazoles using montmorillonite K-10 impregnated with bismuth nitrate
Ravi, P.
Tewari, Surya P.
CATALYSIS COMMUNICATIONS, 2012, 19 : 37 - 41
[7] K-10 montmorillonite-catalyzed solid phase diazotizations: environmentally benign coupling of diazonium salts with aromatic hydrocarbons to biaryls
Pandey, Garima
Torok, Bela
GREEN CHEMISTRY, 2017, 19 (22) : 5390 - 5395
[8] Environmentally benign and stereoselective construction of 2-deoxy and 2,6-dideoxy-β-glycosidic linkages employing 2-deoxy and 2,6-dideoxyglycosyl phosphites and montmorillonite K-10
Nagai, H
Matsumura, S
Toshima, K
CHEMISTRY LETTERS, 2002, (11) : 1100 - 1101
[9] Environmentally benign and stereoselective formation of β-mannosidic linkages utilizing 2,3-di-O-benzyl-4,6-0-benzylidene-protected mannopyranosyl phosphite and montmorillonite K-10
Nagai, H
Matsumura, S
Toshima, K
CARBOHYDRATE RESEARCH, 2003, 338 (15) : 1531 - 1534
[10] Tungsten hexachloride nanoparticles loaded on montmorillonite K-10: a novel solid acid catalyst in the synthesis of symmetrical and unsymmetrical azines
Javad Safari
Soheila Gandomi-Ravandi
Saeedeh Shariat
Journal of the Iranian Chemical Society, 2016, 13 : 1499 - 1507

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