Carbamoyl Anion Addition to Nitrones
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- 作者：Jonathan T. Reeves ; Chris Lorenc ; Kaddy Camara ; Zhibin Li ; Heewon Lee ; Carl A. Busacca ; Chris H. Senanayake
- 刊名：Journal of Organic Chemistry
- 出版年：2014
- 出版时间：June 20, 2014
- 年：2014
- 卷：79
- 期：12
- 页码：5895-5902
- 全文大小：433K
- 年卷期：v.79,no.12(June 20, 2014)
- ISSN：1520-6904
文摘
The addition of carbamoyl anions derived from N,N-disubstituted formamides and LDA to N-tert-butyl nitrones is described. The reaction was demonstrated with a variety of formamides and nitrones and provided a direct route to 伪-(N-hydroxy)amino amides. The use of a tert-leucinol derived chiral auxiliary on the nitrone provided products in good diastereoselectivity. Derivatization of the products by tert-butyl deprotection or N-deoxygenation was demonstrated.