Thermal 1,3-Trityl Migrations in Diels-Alder Domino Reactions of 1-Trityl-4-vinyl-1H-imidazoles

被引：17

作者：

Cotterill, Lynsey J. ^{[1
]}

Harrington, Ross W. ^{[1
]}

Clegg, William ^{[1
]}

Hall, Michael J. ^{[1
]}

机构：

[1] Newcastle Univ, Sch Chem, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 13期

基金：

英国工程与自然科学研究理事会;

关键词：

PYRROLE-IMIDAZOLE ALKALOIDS; NATURAL-PRODUCTS; ENANTIOSELECTIVE STRATEGY; MARINE ALKALOIDS; DERIVATIVES; 4-VINYLIMIDAZOLES; OROIDIN; ACCESS; INDOLE; (+/-)-EBURNAMONINE;

D O I：

10.1021/jo100416c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Under thermal conditions, tritylimidazoles have been shown to undergo sterically driven N -> N trityl migrations, in disagreement with previously published reports. These migrations are a key step in several highly diastereo-selective domino reaction sequences (Diels-Alder, [1,3]-H shift, [1,3]-trityl migration and Diels-Alder, [1,3]-H shift, [1,3]-trityl migration, Michael reaction) leading to architecturally complex molecules.

引用

页码：4604 / 4607

页数：4

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