Application of the Heck reaction in the synthesis of macrocycles derived from amino alcohols

被引:10
作者
Gibson, Susan E.
Lecci, Cristina
White, Andrew J. P.
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
[2] Univ London Imperial Coll Sci Technol & Med, Dept Chem Crystallog, London SW7 2AY, England
关键词
amino alcohols; asymmetric synthesis; Heck reaction; macrocycles; palladium;
D O I
10.1055/s-2006-947328
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A double Heck reaction is the key step in a straightforward and versatile synthesis of nitrogen-rich macrocycles, including one which X-ray crystallography has revealed forms a tube-like structure.
引用
收藏
页码:2929 / 2934
页数:6
相关论文
共 42 条
[1]   Template-directed synthesis of multiply mechanically interlocked molecules under thermodynamic control [J].
Aricó, F ;
Chang, T ;
Cantrill, SJ ;
Khan, SI ;
Stoddart, JF .
CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (16) :4655-4666
[2]   Synthesis of diverse macrocyclic peptidomimetics utilizing ring-closing metathesis and solid-phase synthesis [J].
Barret, AGM ;
Hennessy, AJ ;
Le Vézouët, R ;
Procopiou, PA ;
Seale, PW ;
Stefaniak, S ;
Upton, RJ ;
White, AJP ;
Williams, DJ .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (04) :1028-1037
[3]   Understanding the expression of molecular chirality in the self-assembly of a peptidomimetic organogelator [J].
Becerril, J ;
Escuder, B ;
Miravet, JF ;
Gavara, R ;
Luis, SV .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (03) :481-485
[4]   Self-assembly of small peptidomimetic cyclophanes [J].
Becerril, J ;
Burguete, MI ;
Escuder, B ;
Galindo, F ;
Gavara, R ;
Miravet, JF ;
Luis, SV ;
Peris, G .
CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (16) :3879-3890
[5]   Minimalist peptidomimetic cyclophanes as strong organogelators [J].
Becerril, J ;
Burguete, MI ;
Escuder, B ;
Luis, SV ;
Miravet, JF ;
Querol, M .
CHEMICAL COMMUNICATIONS, 2002, (07) :738-739
[6]  
Beletskaya IP, 2005, EUR J ORG CHEM, V2005, P281
[7]   Conformation-directed macrocyclization reactions [J].
Blankenstein, J ;
Zhu, JP .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (10) :1949-1964
[8]   TOTAL SYNTHESIS OF K-13 [J].
BOGER, DL ;
YOHANNES, D .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) :2498-2502
[9]   Synthesis of macrocycles via cobalt-mediated [2+2+2] cycloadditions [J].
Boñaga, LVR ;
Zhang, HC ;
Moretto, AF ;
Ye, H ;
Gauthier, DA ;
Li, J ;
Leo, GC ;
Maryanoff, BE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (10) :3473-3485
[10]   Resorcarenes: Emerging class of macrocyclic receptors [J].
Botta, B ;
Cassani, M ;
D'Acquarica, I ;
Misiti, D ;
Subissati, D ;
Delle Monache, G .
CURRENT ORGANIC CHEMISTRY, 2005, 9 (04) :337-355