Atropisomeric carbohydrate imidazolidines:: a novel class of nonbiaryl atropisomers

被引：8

作者：

Avalos, M

Babiano, R ^{[1
]}

Cintas, P

Higes, FJ

Jiménez, JL

Palacios, JC

Silvero, G

机构：

[1] Univ Extremadura, Fac Ciencias, Dept Quim Organ, E-06071 Badajoz, Spain

[2] Univ Extremadura, Fac Ciencias, Dept Quim Inorgan, E-06071 Badajoz, Spain

来源：

TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 21期

关键词：

D O I：

10.1016/S0957-4166(99)00428-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Stable axially chiral atropisomers have been prepared by reaction of 2-aminosugars with o,o'-disubstituted aryl isocyanates and isothiocyanates; these rotationally restricted heterobiaryls constitute a novel class of atropisomers for use in atroposelective reactions. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：4071 / 4074

页数：4

相关论文

共 23 条

[1] Non-biaryl atropisomers derived from carbohydrates.: Part 2.: Atropisomeric behavior of monocyclic and bicyclic imidazolidine-2-ones and 2-thiones [J].

Avalos, M ;

Babiano, R ;

Cintas, P ;

Higes, FJ ;

Jiménez, JL ;

Palacios, JC ;

Silvero, G ;

Valencia, C .

TETRAHEDRON, 1999, 55 (14) :4401-4426

[2] ON THE MECHANISM OF FORMATION OF GLYCOFURANO[2,1-D]-IMIDAZOLIDIN-2-ONES - REACTION OF 2-AMINO-2-DEOXYHEPTOPYRANOSES WITH ISOCYANATES [J].

AVALOS, M ;

BABIANO, R ;

CINTAS, P ;

JIMENEZ, JL ;

PALACIOS, JC ;

VALENCIA, C .

TETRAHEDRON, 1993, 49 (13) :2676-2690

[3] CONDENSATION OF 2-AMINO-2-DEOXYSUGARS WITH ISOTHIOCYANATES - SYNTHESIS OF CIS-1,2-FUSED GLYCOPYRANO HETEROCYCLES [J].

AVALOS, M ;

BABIANO, R ;

CINTAS, P ;

JIMENEZ, JL ;

PALACIOS, JC ;

VALENCIA, C .

TETRAHEDRON, 1994, 50 (10) :3273-3296

[4] THE REACTION OF 2-AMINO-2-DEOXYHEXOPYRANOSES WITH ISOCYANATES, SYNTHESIS OF UREAS AND THEIR TRANSFORMATION INTO HETEROCYCLIC-DERIVATIVES [J].

AVALOS, M ;

BABIANO, R ;

CINTAS, P ;

JIMENEZ, JL ;

PALACIOS, JC ;

VALENCIA, C .

TETRAHEDRON, 1993, 49 (13) :2655-2675

[5] Molecular machines [J].

Balzani, V ;

Gómez-López, M ;

Stoddart, JF .

ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (07) :405-414

[6] DESIGN AND SYNTHESIS OF A MOLECULAR TURNSTILE [J].

BEDARD, TC ;

MOORE, JS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (43) :10662-10671

[7] DIASTEREOISOMERIC ATROPISOMERS FROM THE ADDITION OF LITHIATED N,N-DIALKYL-1-NAPHTHAMIDES TO ALDEHYDES [J].

BOWLES, P ;

CLAYDEN, J ;

TOMKINSON, M .

TETRAHEDRON LETTERS, 1995, 36 (50) :9219-9222

[8]

*CAMBR CRYST DAT C, CCDC104131

[9]

Clayden J, 1998, ANGEW CHEM INT EDIT, V37, P1937, DOI 10.1002/(SICI)1521-3773(19980803)37:13/14<1937::AID-ANIE1937>3.0.CO

[10]

2-4