Transformations of the picrotoxanes: The synthesis of corianin and structural analogues from picrotoxinin

被引：17

作者：

Krische, MJ ^{[1
]}

Trost, BM ^{[1
]}

机构：

[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA

来源：

TETRAHEDRON | 1998年 / 54卷 / 25期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

corianin; picrotoxinin; picrotoxane; enyne cycloisomerization; palladium catalysis; transition metal catalysis;

D O I：

10.1016/S0040-4020(98)00350-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The neurochemically active picrotoxane sesquiterpene corianin and several structural analogues have been prepared from inexpensive, commercially available picrotoxin. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7109 / 7120

页数：12

共 19 条

[1]

HOGBERG T, 1987, J ORG CHEM, V52, P2033

[2] On the derivatives of the alpha- and beta-bromide picrotoxins [J].

Horrmann, P .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1913, 46 :2793-2801

[3]

HORRMANN P, 1912, BER, P2090

[4] STRUCTURAL ASPECTS OF PICROTOXININ ACTION [J].

JARBOE, CH ;

PORTER, LA ;

BUCKLER, RT .

JOURNAL OF MEDICINAL CHEMISTRY, 1968, 11 (04) :729-&

[5] Total synthesis of methyl picrotoxate via the palladium catalyzed enyne cycloisomerization reaction [J].

Krische, MJ ;

Trost, BM .

TETRAHEDRON, 1998, 54 (15) :3693-3704

[6]

MEYER RJ, 1898, BER, P2958

[7]

MEYER RJ, 1912, BER, P2958

[8]

MEYER RJ, 1898, BER, V31, P2958

[9]

NARAHASHI T, 1974, PHYSIOL REV, V54, P813, DOI 10.1152/physrev.1974.54.4.813

[10] PHARMACOLOGICAL CHARACTERIZATION OF DIFFERENT TYPES OF GABA AND GLUTAMATE RECEPTORS IN VERTEBRATES AND INVERTEBRATES [J].

NISTRI, A ;

CONSTANTI, A .

PROGRESS IN NEUROBIOLOGY, 1979, 13 (02) :117-235

← 1 2 →