Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan).
Angew Chem Int Ed Engl. 2015 Jan 7;54(2):613-7. doi: 10.1002/anie.201409104. Epub 2014 Nov 17.
A copper-catalyzed aminoboration of bicyclic alkenes, including oxa- and azabenzonorbornadienes, has been developed. With this method, amine and boron moieties are simultaneously introduced at an olefin with exo selectivity. Subsequent stereospecific transformations of the boryl group can provide oxygen- and nitrogen-rich cyclic molecules with motifs that may be found in natural products or pharmaceutically active compounds. Moreover, a catalytic asymmetric variant of this transformation was realized by using a copper complex with a chiral bisphosphine ligand, namely (R,R)-Ph-BPE.
发展了铜催化的双环烯烃的氨基硼化反应，包括氧杂和氮杂降冰片二烯。该方法可在烯烃的外向位同时引入胺和硼基，具有外式选择性。随后对硼基进行立体专一性转化，可以提供含有氧和氮的富环分子，这些分子的结构可能存在于天然产物或药物活性化合物中。此外，通过使用手性双膦配体的铜配合物，实现了这种转化的催化不对称变体，即（R,R）-Ph-BPE。
