Journal
ACS CATALYSIS
Volume 10, Issue 8, Pages 4710-4716Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.0c00871
Keywords
asymmetric allylation; photochemistry; photoredox catalysis; palladium; cooperative catalysis
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Funding
- National Natural Science Foundation of China [21971110, 21732003]
- National Key Research and Development Program of China [2018YFC0310900]
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An enantioselective and branch-regioselective alpha-allylation of N-methyl anilines under dual palladium/photoredox catalysis is described. Readily available N-methyl anilines are used as formal hard alkyl nucleophiles without preactivation. Acetic acid is the only side product, which leads to a high atom economy of this reaction. This protocol shows good functional group tolerance and broad scope. A range of chiral homoallylic amines were prepared in moderate to good yields (up to 76%) and excellent regioselectivities (B:L > 95:5 in all cases) and enantioselectivities (up to 96% ee) under mild reaction conditions.
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