Per-O-acetylation of sugars catalyzed by Ce(OTf)3

被引：56

作者：

Bartoli, G

Dalpozzo, R

De Nino, A

Maiuolo, L

Nardi, M

Procopio, A ^{[1
]}

Tagarelli, A

机构：

[1] Univ Studi Magna Graecia, Complesso Nini Barbieri, Dipartimento Farmacobiol, Roccelletta Di Borgia, CZ, Italy

[2] Univ Bologna, Dipartmento Chim Organ, I-40136 Bologna, Italy

[3] Univ Calabria, Dipartimento Chim, I-87030 Arcavacata Di Rende, CS, Italy

来源：

GREEN CHEMISTRY | 2004年 / 6卷 / 04期

关键词：

D O I：

10.1039/b400920g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ce(OTf)(3) is proposed as a valuable Lewis acid promoter in the per-O-acetylation reactions of sugars. The Ce(OTf)(3) is an environmentally friendly catalyst, used in very low percentage, and can be recovered after reaction and used without significant loss of activity.

引用

页码：191 / 192

页数：2

共 47 条

[31] SUBSTITUTIONAL AND CONFIGURATIONAL EFFECTS ON CHEMICAL SHIFT IN PYRANOID CARBOHYDRATE DERIVATIVES [J].

LEMIEUX, RU ;

STEVENS, JD .

CANADIAN JOURNAL OF CHEMISTRY, 1965, 43 (07) :2059-&

[32] Cerium(III) chloride, a novel reagent for nonaqueous selective conversion of dioxolanes to carbonyl compounds [J].

Marcantoni, E ;

Nobili, F ;

Bartoli, G ;

Bosco, M ;

Sambri, L .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (12) :4183-4184

[33] Bismuth(III) salts as convenient and efficient catalysts for the selective acetylation and benzoylation of alcohols and phenols [J].

Mohammadpoor-Baltork, I ;

Aliyan, H ;

Khosropour, AR .

TETRAHEDRON, 2001, 57 (27) :5851-5854

[34] LONG-RANGE PROTON C-13 COUPLING-CONSTANTS OF MONOSACCHARIDES BY SELECTIVE HETERONUCLEAR 2D-J NMR-SPECTROSCOPY [J].

MORAT, C ;

TARAVEL, FR ;

VIGNON, MR .

MAGNETIC RESONANCE IN CHEMISTRY, 1988, 26 (03) :264-270

[35]

Nezhad A. K., 2001, TETRAHEDRON, V57, P6805

[36] CONCERTED USE OF HOMO-NUCLEAR AND HETERO-NUCLEAR 2D NMR - C-13 AND H-1 ASSIGNMENT OF SUCROSE OCTAACETATE [J].

NISHIDA, T ;

ENZELL, CR ;

MORRIS, GA .

MAGNETIC RESONANCE IN CHEMISTRY, 1986, 24 (02) :179-182

[37] PREPARATION OF 2,3,6,2',3',4',6'-HEPTA-O-ACETYL-MALTOSE/CELLOBIOSE BY ENZYMATIC-HYDROLYSIS OF MALTOSE/CELLOBIOSE OCTAACETATE [J].

ONG, GT ;

CHANG, KY ;

WU, SH ;

WANG, KT .

CARBOHYDRATE RESEARCH, 1994, 265 (02) :311-318

[38] Highly powerful and practical acylation of alcohols with acid anhydride catalyzed by Bi(OTf)3 [J].

Orita, A ;

Tanahashi, C ;

Kakuda, A ;

Otera, J .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (26) :8926-8934

[39] Synthesis and intramolecular transesterifications of pivaloylated methyl α-D-galactopyranosides [J].

Petrovic, V ;

Tomic, S ;

Matanovic, M .

CARBOHYDRATE RESEARCH, 2002, 337 (09) :863-867

[40] An extremely powerful acylation reaction of alcohols with acid anhydrides catalyzed by trimethylsilyl trifluoromethanesulfonate [J].

Procopiou, PA ;

Baugh, SPD ;

Flack, SS ;

Inglis, GGA .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (07) :2342-2347

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