Recent progress in the synthesis of morphine alkaloids

被引:87
作者
Zezula, J
Hudlicky, T
机构
[1] Brock Univ, Dept Chem, St Catharines, ON L2S 3A1, Canada
[2] NIDDK, NIH, Bethesda, MD 20892 USA
关键词
morphine; total synthesis; alkaloids; approaches to morphine skeleton; morphine analogs and mimics;
D O I
10.1055/s-2005-862383
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Recent accomplishments in the field of total synthesis of morphine alkaloids are reviewed. Approaches to the skeleton of morphine are included as are various efforts towards related medicinally important agents. The literature coverage begins after the publication of our last update in 2000 and continues mid-way through 2004.
引用
收藏
页码:388 / 405
页数:18
相关论文
共 100 条
[1]   NUCLEOPHILIC-SUBSTITUTION OF FUNCTIONAL ALLYLIC CYCLOALKENOL ACETATES BY ORGANOMETAL COMPOUNDS IN THE PRESENCE OF COPPER-SALTS - APPLICATION TO RAPID SYNTHESIS OF MITSUGASHIWALACTONE [J].
AMRI, H ;
RAMBAUD, M ;
VILLIERAS, J .
TETRAHEDRON, 1990, 46 (10) :3535-3546
[2]   TOTAL SYNTHESIS OF A NOVEL ANTIULCER AGENT VIA A MODIFICATION OF THE INTRAMOLECULAR WADSWORTH-EMMONS-WITTIG REACTION [J].
ARISTOFF, PA ;
JOHNSON, PD ;
HARRISON, AW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (26) :7967-7974
[3]   A SYNTHESIS OF 2-(2-3-DIMETHOXYPHENYL)CYCLOHEXANONE [J].
BERGMANN, ED ;
PAPPO, R ;
GINSBURG, D .
JOURNAL OF THE CHEMICAL SOCIETY, 1950, (MAY) :1369-1371
[4]   Morphine, the Proteus of organic molecules [J].
Blakemore, PR ;
White, JD .
CHEMICAL COMMUNICATIONS, 2002, (11) :1159-1168
[5]  
BOOTH M, 1998, OPIOM HIST
[6]   Intramolecular N-acyliminium ion-olefin cyclization in the synthesis of optically pure isoquinoline derivatives: Control of stereochemistry and application to synthesis of morphine alkaloids [J].
Bottari, P ;
Endoma, MAA ;
Hudlicky, T ;
Ghiviriga, I ;
Abboud, KA .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1999, 64 (02) :203-216
[7]  
Boyd DR, 1998, NAT PROD REP, V15, P309
[8]   Dioxygenase enzymes: catalytic mechanisms and chemical models [J].
Bugg, TDH .
TETRAHEDRON, 2003, 59 (36) :7075-7101
[9]   Direct biocatalytic synthesis of functionalized catechols: a green alternative to traditional methods with high effective mass yield [J].
Bui, VP ;
Hansen, TV ;
Stenstrom, Y ;
Hudlicky, T .
GREEN CHEMISTRY, 2000, 2 (06) :263-265
[10]  
Butora G, 1998, SYNTHESIS-STUTTGART, P665