Niobium(V) chloride catalyzed microwave assisted synthesis of 2,3-unsaturated O-glycosides by the Ferrier reaction

被引：43

作者：

Hotha, S ^{[1
]}

Tripathi, A ^{[1
]}

机构：

[1] Natl Chem Lab, Div Organ Chem, Combi Chembio Resource Ctr, Pune 411008, Maharashtra, India

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 27期

关键词：

D O I：

10.1016/j.tetlet.2005.05.015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

NbCk catalyzes the Ferrier reaction of per-O-acetylated glycals with primary, secondary, altylic, benzylic and monosaccharide alcohols to give 2,3-unsaturated alpha-glycosides in short reaction times under microwave irradiation conditions. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：4555 / 4558

页数：4

共 43 条

[21] Kleber C, 2003, SYNLETT, P1189
[22] KOREEDA M, 1995, SYNLETT, P90
[23] NORMAL-PENTENYL ESTERS FACILITATE AN OXIDATIVE ALTERNATIVE TO THE FERRIER REARRANGEMENT - AN EXPEDITIOUS ROUTE TO SUCROSE
LOPEZ, JC
FRASERREID, B
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (02) : 94 - 96
[24] LOPEZ JC, 1995, J ORG CHEM, V60, P3851
[25] Masson C, 2000, SYNLETT, P1281
[26] Studies in marine macrolide synthesis: Stereocontrolled synthesis of the F-ring subunit of spongistatin 1 (altohyrtin A).
Paterson, I
Keown, LE
[J]. TETRAHEDRON LETTERS, 1997, 38 (32) : 5727 - 5730
[27] SYNTHESIS OF 2-DEOXY SUGARS FROM GLYCALS
SABESAN, S
NEIRA, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (18) : 5468 - 5472
[28] SIMPLE DENOVO SYNTHESIS OF REACTIVE PSEUDOGLYCALS (HEX-2-ENOPYRANOSIDES)-STEREOSPECIFIC ALPHA-GLYCOSIDE COUPLING
SCHMIDT, RR
ANGERBAUER, R
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1977, 16 (11): : 783 - 784
[29] CONVENIENT PREPARATION OF 2,3-UNSATURATED N-GALACTOSYL DERIVATIVES
SCHMIDT, RR
ANGERBAUER, R
[J]. CARBOHYDRATE RESEARCH, 1979, 72 (JUL) : 272 - 275
[30] Chemical genetics resulting from a passion for synthetic organic chemistry
Schreiber, SL
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 1998, 6 (08) : 1127 - 1152

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