Tandem radical addition-aldol condensations:: evidence for the formation of zinc enolates in diethylzinc mediated radical additions to N-enoyloxazolidinones

被引：56

作者：

Bazin, S

Feray, L

Siri, D

Naubron, JV

Bertrand, MP

机构：

[1] Univ Aix Marseille 3, Lab Chim Mol Organ, UMR 6517, Fac Sci St Jerome, F-13397 Marseille 20, France

[2] Univ Aix Marseille 3, Lab Chim Theor & Modelisat Mol, UMR 6517, Fac Sci St Jerome, F-13397 Marseille 20, France

[3] Univ Aix Marseille 3, Lab Synthese Asymetr, UMR 6516, Fac Sci St Jerome, F-13397 Marseille 20, France

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 21期

关键词：

D O I：

10.1039/b206695e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Diethylzinc mediated addition of alkyl radicals to chiral N-enoyloxazolidinones is immediately followed by homolytic substitution at zinc leading to a zinc enolate; the trapping of the latter in a subsequent aldol condensation serves as a useful mechanistic probe; overall this reaction sequence constitutes a novel example of a one pot, three-component, radical-polar crossover reaction.

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页码：2506 / 2507

页数：2

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