Stereocontrol in a Combined Allylic Azide Rearrangement and Intramolecular Schmidt Reaction
作者:Ruzhang Liu、Osvaldo Gutierrez、Dean J. Tantillo、Jeffrey Aubé
DOI:10.1021/ja300369c
日期:2012.4.18
Pre-equilibration of an interconverting set of isomeric allylic azides is coupled with an intramolecular Schmidt reaction to afford substituted lactams stereoselectively. The effect of substitution and a preliminary mechanistic study are reported. The synthetic potential of this method is demonstrated in the context of an enantioselective synthesis of an advanced intermediate leading toward pinnaic
一组互变烯丙基叠氮化物的预平衡与分子内施密特反应相结合,以立体选择性地提供取代的内酰胺。报告了替代的影响和初步的机理研究。该方法的合成潜力在导致羽化酸的高级中间体的对映选择性合成的背景下得到证明。