Cyanoethylation of cyclodextrin derivatives

被引：2

作者：

Ghosh, Ramprasad ^{[1
]}

Bhowmick, Moulimala ^{[1
]}

Zhang, Ping ^{[1
]}

Ling, Chang-Chun ^{[1
]}

机构：

[1] Univ Calgary, Dept Chem, Alberta Glyc Ctr, 2500 Univ Dr NW, Calgary, AB T2N 1N4, Canada

来源：

CANADIAN JOURNAL OF CHEMISTRY | 2016年 / 94卷 / 04期

基金：

加拿大自然科学与工程研究理事会;

关键词：

cyclodextrin; cyanoethylation; acrylonitrile; polyacrylate; Michael addition; ALPHA-CYCLODEXTRIN; NITRILES; REDUCTION; HYDROLYSIS;

D O I：

10.1139/cjc-2015-0379

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of novel cyanoethylated cyclodextrin derivatives from previously prepared intermediates is described. It was found the alcohols at the primary face of cyclodextrins readily react to add to acrylonitrile, but similar additions from hydroxyl groups of the secondary face appear to be more difficult. The obtained cyanides could be reduced to form the corresponding amines.

引用

页码：436 / 443

页数：8

共 32 条

[1] REDUCTION OF NITRILES TO PRIMARY AMINES WITH LITHIUM ALUMINUM HYDRIDE [J].

AMUNDSEN, LH ;

NELSON, LS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (01) :242-244

[2] A NOVEL REDUCTION OF NITRILES TO ALDEHYDES [J].

BACKEBERG, OG ;

STASKUN, B .

JOURNAL OF THE CHEMICAL SOCIETY, 1962, (10) :3961-+

[3] Recent Advances in Transition Metal-Catalyzed Hydrogenation of Nitriles [J].

Bagal, Dattatraya B. ;

Bhanage, Bhalchandra M. .

ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (05) :883-900

[4] HYDROLYSIS OF CYANOETHYLATED CARBOHYDRATES - SYNTHESIS OF NEW CARBOXYLIC DERIVATIVES OF SUCROSE, D-GLUCOSE AND D-FRUCTOSE [J].

BAZIN, H ;

BOUCHU, A ;

DESCOTES, G .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 1995, 14 (08) :1187-1207

[5] SYMMETRICAL TRIAMINO-PER-O-METHYL-ALPHA-CYCLODEXTRIN - HOST FOR PHOSPHATE-ESTERS EXPLOITING BOTH HYDROPHOBIC AND ELECTROSTATIC INTERACTIONS IN AQUEOUS-SOLUTION [J].

BOGER, J ;

KNOWLES, JR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (25) :7631-7633

[6]

BROWN HC, 1981, SYNTHESIS-STUTTGART, P605

[7]

BRUSON HA, 1948, ORG REACTIONS, V5, P79

[8] Synthesis and characterization of cyanoethyl hemicelluloses and their hydrated products [J].

Cao, Xuefei ;

Sun, Shaoni ;

Peng, Xinwen ;

Zhong, Linxin ;

Sun, Runcang .

CELLULOSE, 2013, 20 (01) :291-301

[9] Cyclodextrins and their uses: a review [J].

Del Valle, EMM .

PROCESS BIOCHEMISTRY, 2004, 39 (09) :1033-1046

[10] Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles [J].

Fiege, Kathrin ;

Luensdorf, Heinrich ;

Atarijabarzadeh, Sevil ;

Mischnick, Petra .

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2012, 8 :551-566

← 1 2 3 4 →