REGIOSELECTIVE DEMETHYLATION OF ACONITINE

被引：17

作者：

BLAGBROUGH, IS ^{[1
]}

HARDICK, DJ ^{[1
]}

WONNACOTT, S ^{[1
]}

POTTER, BVL ^{[1
]}

机构：

[1] UNIV BATH,SCH BIOL & BIOCHEM,BATH BA2 7AY,AVON,ENGLAND

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 20期

关键词：

D O I：

10.1016/S0040-4039(00)76910-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The regioselective demethylation of aconitine has been achieved with Lewis acids. Me(3)SiI afforded first 18-O-desmethyl- and then 16,18-di-O-desmethylaconitine, but AlCl3/NaI gave 16-O-desmethylaconitine first. The acetate and benzoate esters survived throughout these procedures. Aconitine decomposed on treatment with BBr3.

引用

页码：3367 / 3370

页数：4

共 28 条

[1] CHASMANINE AND ITS STRUCTURE
ACHMATOW.O
TSUDA, Y
MARION, L
OKAMOTO, T
NATSUME, M
CHANG, HH
KAJIMA, K
[J]. CANADIAN JOURNAL OF CHEMISTRY, 1965, 43 (04): : 825 - &
[2] A CHIRAL SYNTHESIS OF D-MYO-INOSITOL 1-PHOSPHATE STARTING FROM L-QUEBRACHITOL
AKIYAMA, T
TAKECHI, N
OZAKI, S
SHIOTA, K
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (02) : 366 - 372
[3] Benn M., 1983, ALKALOIDS CHEM BIOL, V1, P153
[4] DITERPENOID ALKALOIDS FROM DELPHINIUM-WINKLERIANUM
CHEN, YZ
WU, AG
[J]. PHYTOCHEMISTRY, 1990, 29 (03) : 1016 - 1019
[5] DESAI HK, 1985, HETEROCYCLES, V23, P2483
[6] METHANOLYSIS OF THE C-8 ACETOXYL GROUP IN ACONITINE-TYPE ALKALOIDS - A PARTIAL SYNTHESIS OF HOKBUSINE-A
DESAI, HK
JOSHI, BS
ROSS, SA
PELLETIER, SW
[J]. JOURNAL OF NATURAL PRODUCTS, 1989, 52 (04): : 720 - 725
[7] REVISED C-13 NMR ASSIGNMENTS FOR NORDITERPENOID ALKALOIDS WITH 7,8-METHYLENEDIOXY AND 10-BETA-OH GROUPS
DESAI, HK
PELLETIER, SW
[J]. JOURNAL OF NATURAL PRODUCTS, 1993, 56 (07): : 1140 - 1147
[8] DESAI HK, 1993, HETEROCYCLES, V36, P1081
[9] ISODELECTINE - A NEW NORDITERPENOID ALKALOID FROM DELPHINIUM-VESTITUM
DESAI, HK
ELSOFANY, RH
PELLETIER, SW
[J]. JOURNAL OF NATURAL PRODUCTS, 1990, 53 (06): : 1606 - 1608
[10] ISOLATION AND IDENTIFICATION OF 4 NORDITERPENOID ALKALOIDS FROM PROCESSED AND UNPROCESSED ROOT TUBERS OF ACONITUM-FEROX
HANUMAN, JB
KATZ, A
[J]. JOURNAL OF NATURAL PRODUCTS, 1993, 56 (06): : 801 - 809

← 1 2 3 →