Asymmetric Nickel-Catalyzed Denitrogenative Transannulation to Construct Axially Chiral C-N Atropisomers
Yu Chen1, Liangrui Xiao1, Yihang Wan1
1Yunnan Key Laboratory of Chiral Functional Substance Research and Application, Yunnan Minzu University, 2929 Yuehua Road, Kunming 650500, China.
Abstract:
Here, we report an enantioselective nickel-catalyzed transannulation reaction through a denitrogenative strategy for the synthesis of new atropisomers under mild conditions. A series of axially chiral atropisomers bearing a chiral C-N bond were achieved with excellent enantioselectivities and regioselectivities. Moreover, a broad range of alkynes and 1,2,3-benzotriazinones were well tolerated by this method. The possible mechanism further reveals the role of nickel and the enantioselectivity control.
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