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

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2003年 / 1卷 / 17期

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

页码：3038 / 3047

页数：10

共 38 条

[1] STRAIN EFFECTS ON AMINE BASICITIES [J].

ALDER, RW .

CHEMICAL REVIEWS, 1989, 89 (05) :1215-1223

[2]

Alexakis A, 1998, SYNLETT, P873

[3] New N-acyl, N-alkyl, and N-bridged derivatives of rac-6,6′,7,7′-tetramethoxy-1,1′,2,2′,3,3′,4,4′-octahydro-1,1′-bisisoquinoline [J].

Busato, S ;

Craig, DC ;

Judeh, ZMA ;

Read, RW .

TETRAHEDRON, 2003, 59 (04) :461-472

[4] PHOTOREAKTIONEN VON METHANOL MIT N-HETEROCYCLEN [J].

CERUTTI, P ;

SCHMID, H .

HELVETICA CHIMICA ACTA, 1964, 47 (01) :203-&

[5]

Charmant JPH, 1999, EUR J ORG CHEM, V1999, P2501

[6] Synthesis of a protonated C2-symmetric N,N-chiral "proton sponge" [J].

Charmant, JPH ;

Lloyd-Jones, GC ;

Peakman, TM ;

Woodward, RL .

TETRAHEDRON LETTERS, 1998, 39 (26) :4733-4736

[7] Structural studies of N-acyl 1,1′-bis(1,2,3,4-tetrahydroisoquinoline) derivatives [J].

Craig, DC ;

Judeh, ZMA ;

Read, RW .

AUSTRALIAN JOURNAL OF CHEMISTRY, 2002, 55 (11) :733-736

[8] Synthesis and properties of a chiral bis-tetrahydroisoquinoline proton sponge [J].

Elliott, MC ;

Williams, E ;

Howard, ST .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2002, (02) :201-203

[9]

ELLIOTT MC, UNPUB J CHEM CRYSTAL

[10] An in situ attenuated total reflection infrared study of a chiral catalytic solid-liquid interface:: Cinchonidine adsorption on Pt [J].

Ferri, D ;

Bürgi, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (48) :12074-12084

← 1 2 3 4 →