RAPID AND EFFICIENT ENTRY TO SUBSTITUTED 2-SUCCINIMIDOBENZOATE-3-AZABICYCLO[3.3.1]NONANES - AE-BICYCLIC ANALOGS OF METHYLLYCACONITINE

被引：32

作者：

COATES, PA

BLAGBROUGH, IS

ROWAN, MG

POTTER, BVL

PEARSON, DPJ

LEWIS, T

机构：

[1] UNIV BATH,SCH PHARM & PHARMACOL,DEPT MED CHEM,BATH BA2 7AY,AVON,ENGLAND

[2] ZENECA AGROCHEM,JEALOTTS HILL RES STN,BRACKNELL RG12 6EY,BERKS,ENGLAND

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 46期

关键词：

D O I：

10.1016/S0040-4039(00)78478-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A double Mannich reaction allows a rapid and efficient entry to substituted 3-azabicyclo[3.3.1]nonane analogues of methyllycaconitine (MLA), a selective antagonist of certain mammalian and insect alpha-bungarotoxin-sensitive nicotinic acetylcholine receptors.

引用

收藏

页码：8709 / 8712

页数：4

相关论文

共 21 条

[1]

Benn M., 1983, ALKALOIDS CHEM BIOL, V1, P153

[2]

BLAGBROUGH IS, 1994, TETRAHEDRON LETT, V35

[3] REGIOSELECTIVE ANTHRANOYLATION OF DEMETHYLATED ACONITINE - NOVEL ANALOGS OF ACONITINE, INULINE AND METHYLLYCACONITINE [J].

HARDICK, DJ ;

BLAGBROUGH, IS ;

WONNACOTT, S ;

POTTER, BVL .

TETRAHEDRON LETTERS, 1994, 35 (20) :3371-3374

[4] ASYMMETRIC TOTAL SYNTHESIS OF ATISINE VIA INTRAMOLECULAR DOUBLE MICHAEL REACTION [J].

IHARA, M ;

SUZUKI, M ;

FUKUMOTO, K ;

KABUTO, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (03) :1164-1171

[5] METHYLLYCACONITINE, A NATURALLY-OCCURRING INSECTICIDE WITH A HIGH-AFFINITY FOR THE INSECT CHOLINERGIC RECEPTOR [J].

JENNINGS, KR ;

BROWN, DG ;

WRIGHT, DP .

EXPERIENTIA, 1986, 42 (06) :611-613

[6] REARRANGEMENTS OF BRIDGEHEAD BROMIDES - A DIRECT SYNTHESIS OF EPI-MODHEPHENE [J].

KRAUS, GA ;

SHI, JM .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (20) :5423-5424

[7] BRIDGEHEAD RADICALS IN ORGANIC-CHEMISTRY - AN EFFICIENT CONSTRUCTION OF THE ABDE RING-SYSTEM OF THE LYCOCTONINE ALKALOIDS [J].

KRAUS, GA ;

ANDERSH, B ;

SU, QG ;

SHI, JM .

TETRAHEDRON LETTERS, 1993, 34 (11) :1741-1744

[8] DELPHINIUM ALKALOIDS AS INHIBITORS OF ALPHA-BUNGAROTOXIN BINDING TO RAT AND INSECT NEURAL MEMBRANES [J].

KUKEL, CF ;

JENNINGS, KR .

CANADIAN JOURNAL OF PHYSIOLOGY AND PHARMACOLOGY, 1994, 72 (01) :104-107

[9] TOXICITY AND CHEMICAL PHENOLOGY OF NORDITERPENOID ALKALOIDS IN THE TALL LARKSPURS (DELPHINIUM SPECIES) [J].

MANNERS, GD ;

PANTER, KE ;

RALPHS, MH ;

PFISTER, JA ;

OLSEN, JD ;

JAMES, LF .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1993, 41 (01) :96-100

[10]

Manske R.H.F., 1938, CAN J RES, V16, P57, DOI [10.1139/cjr38b-007, DOI 10.1139/CJR38B-007]