Synthesis and reactions of partially reduced biisoquinolines

被引:43
作者
Elliott, MC [1 ]
Williams, E [1 ]
机构
[1] Cardiff Univ, Dept Chem, Cardiff CF10 3TB, S Glam, Wales
关键词
D O I
10.1039/b306159k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An improved synthesis of the 1,1', 2,2', 3,3', 4,4'-octahydro-1,1'-biisoquinoline ring system is described. The reactivity of this system has been investigated, including the unusually high basicity of the parent compound and its N,N'-dimethyl derivative. The resolution of the parent compound has been achieved for the first time, along with the development of a straightforward method for assaying its enantiomeric purity.
引用
收藏
页码:3038 / 3047
页数:10
相关论文
共 38 条
[21]   Studies on the enantioselective synthesis of α-amino acids via asymmetric phase-transfer catalysis [J].
Lygo, B ;
Crosby, J ;
Lowdon, TR ;
Peterson, JA ;
Wainwright, PG .
TETRAHEDRON, 2001, 57 (12) :2403-2409
[22]   A novel hindered macrocyclic tetramine containing two bispidine units. A new type of proton sponge [J].
Miyahara, Y ;
Goto, K ;
Inazu, T .
TETRAHEDRON LETTERS, 2001, 42 (17) :3097-3099
[24]   Recent advances in asymmetric synthesis using chiral lithium amide bases [J].
O'Brien, P .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (08) :1439-1457
[25]  
Plaquevent JC, 2002, CHEM-EUR J, V8, P3300, DOI 10.1002/1521-3765(20020802)8:15<3300::AID-CHEM3300>3.0.CO
[26]  
2-O
[27]  
Pozharskii A. F, 1998, RUSS CHEM REV, V67, P1, DOI DOI 10.1070/RC1998V067N01ABEH000377
[28]   INFLUENCE OF SECONDARY LIGANDS ON THE STABILITY OF METAL XANTHOSINE COMPLEXES IN SOLUTION [J].
REDDY, PR ;
REDDY, MH .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1985, (02) :239-242
[29]   DISSOZIATIONSREGELN BEI POLYAMINEN - DISSOZIATION UND QUATERNISIERBARKEIT [J].
ROMETSCH, R ;
MARXER, A ;
MIESCHER, K .
HELVETICA CHIMICA ACTA, 1951, 34 (05) :1611-1618
[30]   DIASTEREOSELECTIVE HYDROXYALKYLATIONS IN POSITION-1 OF TETRAHYDROISOQUINOLINES AND SYNTHESIS OF APORPHINE, PROTOBERBERINE, AND PHTHALIDE ALKALOIDS [J].
SEEBACH, D ;
HUBER, IMP ;
SYFRIG, MA .
HELVETICA CHIMICA ACTA, 1987, 70 (05) :1357-1379