TRANSITION-METAL MEDIATED ASYMMETRIC-SYNTHESIS .15. DIRECTING GROUP COMPETITION IN ORGANOIRON INTERMEDIATES IN THE SYNTHESIS OF (+/-)-O-METHYLJOUBERTIAMINE

被引：42

作者：

STEPHENSON, GR ^{[1
]}

FINCH, H ^{[1
]}

OWEN, DA ^{[1
]}

SWANSON, S ^{[1
]}

机构：

[1] GLAXO GRP RES LTD,WARE SG12 0DJ,HERTS,ENGLAND

来源：

TETRAHEDRON | 1993年 / 49卷 / 25期

关键词：

D O I：

10.1016/S0040-4020(01)87274-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Directing groups work first in concert and then in competition to control the introduction of aryl and 2-dimethylaminoethyl groups by a sequence of two nucleophile additions to cationic tricarbonyl(eta5-cyclohexadienyl)iron(1+) intermediates in a synthesis of O-methyljoubertiamine that employs an iterative approach. This synthesis provides an example of the successful use of directing group competition to effect the reversal of undesired directing effects in target oriented applications of electrophilic pi-complexes.

引用

页码：5649 / 5662

页数：14

共 81 条

[1] USE OF THE ELECTROPHILIC C-ARYLATION BY ARYLLEAD TRIACETATES IN THE CONSTRUCTION OF SYNTHONS FOR AIZOACEAE AND AMARYLLIDACEAE ALKALOID SYNTHESIS [J].