Synthesis of C-Disaccharides through a One-Pot Alkynol Cycloisomerization-Reductive Deoxygenation

被引：5

作者：

Narute, Sachin B. ^{[1
]}

Rout, Jeetendra Kumar ^{[1
]}

Ramana, Chepuri V. ^{[1
]}

机构：

[1] CSIR, Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 45期

关键词：

carbohydrates; C-disaccharides; epoxide-alkyne coupling; gold catalysis; reductive deoxygenation; RING-CLOSING METATHESIS; GOLD-CATALYZED CYCLIZATION; TYPE-2; DIABETES-MELLITUS; MYCOBACTERIAL CELL-WALL; STEREOSELECTIVE-SYNTHESIS; BIOLOGICAL EVALUATION; EFFICIENT SYNTHESIS; LINKED-DISACCHARIDES; GLYCOSIDE SYNTHESIS; VINYL CARBANIONS;

D O I：

10.1002/chem.201302252

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A sweet disposition: Simple protocols for the synthesis of (1→1)- and (1→6)-linked C-disaccharides have been developed (see scheme). A one-pot Au-catalyzed alkynol cycloisomerization followed by BF3×Et 2O, Et3SiH reduction has been established as the key reaction for C-disaccharide synthesis including all possible pyran-pyran, furan-furan, and pyran-furan combinations. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：15109 / 15114

页数：6

共 50 条

[31] An efficient one-pot synthesis of cyclovirobuxine A from buxozine C
Liu, Hai-Feng
Wu, Xiao-Qing
Duan, Yan-Bing
Dou, Ren-Bo
Sun, Hai-Feng
Ji, Min
CHEMISTRY OF NATURAL COMPOUNDS, 2008, 44 (06) : 829 - 830
[32] One-pot synthesis of [14C] arsenobetaine bromide
Bernardo, M
Francesconi, K
Kollenz, G
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2004, 47 (07): : 393 - 397
[33] An efficient one-pot synthesis of cyclovirobuxine A from buxozine C
Hai-Feng Liu
Xiao-Qing Wu
Yan-Bing Duan
Ren-Bo Dou
Hai-Feng Sun
Min Ji
Chemistry of Natural Compounds, 2008, 44 : 829 - 830
[34] One-Pot Synthesis of 3-Oxocycloalka[c]pyridines
S. N. Sirakanyan
A. Geronikaki
V. G. Kartsev
E. K. Hakobyan
A. A. Hovakimyan
Russian Journal of Organic Chemistry, 2021, 57 : 1748 - 1752
[35] One-pot synthesis of 4-alkoxybenzo[c]thiophenes
Akbarzadeh, T
Shafiee, A
SYNTHETIC COMMUNICATIONS, 2004, 34 (08) : 1455 - 1462
[36] An efficient one-pot synthesis of unsymmetrical ethers:: A directly reductive deoxygenation of esters using an InBr3/Et3SiH catalytic system
Sakai, Norio
Moriya, Toshimitsu
Konakahara, Takeo
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (15): : 5920 - 5922
[37] Gold(I)-Catalyzed Synthesis of 2,2′-Biindoles via One-Pot Double Cycloisomerization Strategy
Ibarra-Gutierrez, Jaime G.
Solorio-Alvarado, Cesar R.
Chacon-Garcia, Luis
Lopez, Jesus Adrian
Delgado-Piedra, B. Yoaly
Segura-Quezada, Luis A.
Hernandez-Velazquez, Edson D.
Garcia-Duenas, Ana K.
JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (23): : 17069 - 17089
[38] Efficient one-pot synthesis of substituted pyridines through multicomponent reaction
Xin, Xin
Wang, Yan
Kumar, Santosh
Liu, Xu
Lin, Yingjie
Dong, Dewen
ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (13) : 3078 - 3082
[39] ONE-POT SYNTHESIS OF ALKOXYAMINE DERIVATIVES BY REDUCTIVE ALKOXYAMINATION WITH A 2-PICOLINE-BORANE COMPLEX
Kawase, Yasushi
Yamagishi, Takehiro
Kutsuma, Teruo
Ueda, Kimio
Iwakuma, Takeo
Nakata, Tadashi
Yokomatsu, Tsutomu
HETEROCYCLES, 2009, 78 (02) : 463 - 470
[40] Synthesis of spiroquinolines through a one-pot multicatalytic and multicomponent cascade reaction
Barluenga, Jose
Mendoza, Abraham
Rodriguez, Felix
Fananas, Francisco J.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (37) : 7044 - 7047

← 1 2 3 4 5 →