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Enantioselective Terminal Addition to Allenes by Dual Chiral Primary Amine/Palladium Catalysis.

Han ZhouYaning WangLong ZhangMao CaiSanzhong Luo
Published in: Journal of the American Chemical Society (2017)
We herein describe a synergistic chiral primary amine/achiral palladium catalyzed enantioselective terminal addition to allenes with α-branched β-ketocarbonyls and aldehydes. The reactions afford allylic adducts bearing acyclic all-carbon quaternary centers with high regio- and enantioselectivity. A wide range of allenes including those aliphatic or 1,1'-disubstituted could be employed, thus expanding the scope of typical asymmetric allylic alkylation reactions.
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