White Derick R, Wolfe John P
Department of Chemistry, University of Michigan, 930 N. University Ave., Ann Arbor, MI, 48109-1055, USA.
Chemistry. 2017 Apr 24;23(23):5419-5423. doi: 10.1002/chem.201700466. Epub 2017 Apr 3.
Amino-substituted alkylidenecyclopentanes were synthesized through a stereoselective intermolecular Pd-catalyzed alkene carboamination reaction between alkenyl triflates bearing a pendant alkene and exogenous amine nucleophiles. The reactions are effective with a range of different substrate combinations, and proceed with generally high diastereoselectivity. Use of (S)-tBuPhox as the ligand in reactions of achiral substrates provides enantioenriched products with up to 98.5:1.5 e.r.
通过分子间立体选择性钯催化的、带有侧链烯烃的烯基三氟甲磺酸酯与外源胺亲核试剂之间的烯烃碳胺化反应,合成了氨基取代的亚烷基环戊烷。这些反应对于一系列不同的底物组合都是有效的,并且通常以高非对映选择性进行。在手性底物的反应中使用(S)-tBuPhox作为配体,可提供对映体富集产物,对映体比例高达98.5:1.5。