Per(poly)fluoroalkanesulfinamides assisted diastereoselective three-component inverse-electron-demand aza Diels–Alder reaction
作者:Peng Li、Li-Juan Liu、Jin-Tao Liu
DOI:10.1039/c0ob00699h
日期:——
A highly diastereoselective three-component inverse-electron-demand aza DielsâAlder reaction assisted by per(poly)fluoro-alkanesulfinamides is presented, providing a broad spectrum of highly functionalized piperidine derivatives with excellent endo/exo and facial diastereoselectivities. The electron-withdrawing perfluoroalkyl groups are crucial for the success of this reaction under mild conditions and facilitate monitoring the process and stereoselectivities of the reaction. The synthetic potential of these cycloadducts is also highlighted.
报道了一种由全(多)氟烷基亚磺酰胺协助的高度立体选择性的三组分逆电子需求aza-Diels-Alder反应,提供了广泛的高度功能化的哌啶衍生物,具有优异的内型/外型和面立体选择性。吸电子的全氟烷基对于该反应在温和条件下的成功至关重要,并有助于监测反应过程和立体选择性。这些环加合物的合成潜力也得到了强调。