Domino "Staudinger/Semi-Aza-Wittig/Fragmentation" Reactions of -Azido-![]()
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- 作者：Ilia Freifeld ; Heydar Shojaei ; Rü ; diger Dede ; Peter Langer
- 刊名：Journal of Organic Chemistry
- 出版年：2006
- 出版时间：August 4, 2006
- 年：2006
- 卷：71
- 期：16
- 页码：6165 - 6170
- 全文大小：119K
- 年卷期：v.71,no.16(August 4, 2006)
- ISSN：1520-6904
文摘
rs/gamma.gif" BORDER=0 >-azido-rs/beta2.gif" BORDER=0 ALIGN="middle">-hydroxyketones with triphenylphosphine resulted, depending on the structuralfeatures of the starting materials, in a domino "Staudinger/semi-aza-Wittig/fragmentation" reaction ratherthan a normal aza-Wittig reaction. 2-Azido-1-hydroxy-1-(2,4-dioxoalkyl)cyclopentanes, readily availableby condensation of 1,3-dicarbonyl dianions with 2-azidocyclopentanone, proved to be optimal startingmaterials for these reactions which afforded 1-(1,3-dioxoalkyl)amino-2-(alkylidene)cyclopentanes.