Cobalt-Catalyzed Regio- and Enantioselective Allylic Alkylation of Malononitriles
Samir Ghorai, Sajid Ur Rehman, Wen-Bin Xu, Wen-Yu Huang and Changkun Li*
* School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China,
Email: chkli
sjtu.edu.cn
S. Ghorai, S. U. Rehman, W.-B. Xu, W.-Y. Huang, C. Li, Org. Lett., 2020, 22, 3519-3523.
DOI: 10.1021/acs.orglett.0c00962
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Abstract
A cobalt-catalyzed enantioselective allylic alkylation of malononitriles with allylic carbonates provides chiral γ,δ-unsaturated malononitriles with >20:1 branched/linear regioselectivity and up to 99% enantiomeric excess under mild reaction conditions. The ligand is essential to realize the high reactivity in the carbon-carbon bond formation process.
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Key Words
allylation of active methylene compounds, nitriles
ID: J54-Y2020
