Department of Chemistry, Washington University, St. Louis, Missouri 63130, USA.
J Am Chem Soc. 2010 Mar 3;132(8):2839-44. doi: 10.1021/ja910586v.
Anodic olefin coupling reactions using a tosylamine trapping group have been studied. The cyclizations are favored by the use of a less-polar radical cation and more basic reaction conditions. The most significant factor for obtaining good yields of cyclic product is the use of the more basic reaction conditions. However, a number of factors including the nature of both the solvent and the electrolyte used can influence the yield of the cyclizations. The cyclizations allow for the rapid synthesis of both substituted proline and pipecolic acid type derivatives.
使用甲苯磺酰胺捕获基团的阳极烯烃偶联反应已经得到了研究。环化反应有利于使用非极性自由基阳离子和更碱性的反应条件。获得良好环状产物收率的最重要因素是使用更碱性的反应条件。然而,许多因素,包括所用溶剂和电解质的性质,都会影响环化反应的产率。这些环化反应允许快速合成取代脯氨酸和哌啶酸型衍生物。