Institute of Chemical Sciences and Engineering (ISIC), École Polytechnique Fédérale de Lausanne (EPFL), CH-1015, Lausanne, Switzerland.
Angew Chem Int Ed Engl. 2017 Sep 11;56(38):11490-11493. doi: 10.1002/anie.201706013. Epub 2017 Aug 9.
Vinyl triazenes were obtained by enantioselective [2+2] cycloaddition reactions of bicyclic alkenes with 1-alkynyl triazenes in the presence of a Ru catalyst with a chiral cyclopentadienyl ligand. These triazenes serve as unique vinyl cation surrogates. Under acidic conditions, the triazene functionality can be replaced with a variety of groups, including halides, alkoxides, sulfoxides, amides, arenes, and heteroarenes, thus providing efficient access to a pool of chiral polycyclic compounds.
乙烯基三氮烯是通过手性环戊二烯基配体的 Ru 催化剂存在下，双环烯烃与 1-炔基三氮烯的对映选择性[2+2]环加成反应得到的。这些三氮烯作为独特的乙烯基阳离子替代物。在酸性条件下，三氮烯官能团可以被各种基团取代，包括卤化物、烷氧基、亚砜、酰胺、芳烃和杂芳烃，从而有效地获得了一系列手性多环化合物。
