对映选择性自由基反应。β-氨基酸合成中氮保护基的评估。
Enantioselective radical reactions. Evaluation of nitrogen protecting groups in the synthesis of beta-amino acids.
作者信息
Sibi Mukund P, Patil Kalyani
机构信息
Department of Chemistry, North Dakota State University, Fargo, ND 58105, USA.
出版信息
Tetrahedron Asymmetry. 2006 Feb 20;17(4):516-519. doi: 10.1016/j.tetasy.2006.01.018.
Abstract
We have investigated the effect of nitrogen protecting groups in radical addition trapping experiments leading to beta(2)-amino acids. Of the three N-protecting groups examined, the phthalimido group was optimal with respect to both yields and enantioselectivity. Additionally, radical additions to more complex acrylates were also investigated, which provided access to functionalized beta(2)-amino acids in modest selectivity.
摘要
我们在导致β(2)-氨基酸的自由基加成捕获实验中研究了氮保护基的作用。在所考察的三种N-保护基中，就产率和对映选择性而言，邻苯二甲酰亚氨基是最佳的。此外，还研究了向更复杂的丙烯酸酯的自由基加成反应，该反应以适度的选择性提供了获得官能化β(2)-氨基酸的途径。
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