Phosphine-Catalyzed Allylic Substitution of Morita-Baylis-Hillman Acetates: Synthesis of N-Protected -Aminophosphonic

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• 作者：HaeIl Park ; Chang-Woo Cho ; Michael J. Krische
• 刊名：Journal of Organic Chemistry
• 出版年：2006
• 出版时间：September 29, 2006
• 年：2006
• 卷：71
• 期：20
• 页码：7892 - 7894
• 全文大小：130K
• 年卷期：v.71,no.20(September 29, 2006)
• ISSN：1520-6904

文摘

A series of N-protected -amino phosphonic acid esters havebeen prepared by phosphine-catalyzed allylic substitution of2-(diethylphosphonyl)-substituted allylic acetates employing4,5-dichlorophthalimide as nucleophilic partner. These organocatalytic allylic substitutions exhibit exceptionally highlevels of regiospecificity by virtue of a tandem S_N2'-S_N2'mechanism.