Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 41, Pages 13547-13550Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201808392
Keywords
asymmetric catalysis; conjugation; copper; Lewis acids; regioselectivity
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Funding
- Netherlands Organization for Scientific Research [NWOECHO 713.014.002]
- China Scholarship Council (CSC)
- Ministry of Education, Culture and Science (NWO Gravity program) [024.001.035]
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A method for catalytic asymmetric alkylation of conjugated dienyl amides has been developed and it allows efficient and high-yielding transformations of a wide range of polyconjugated amides into the corresponding chiral products. Smooth addition of organomagnesium reagents to relatively unreactive dienyl amides with excellent 1,6- and 1,4-selectivities, as well as enantioselectivites above 90%, is achieved owing to the complementary action of the Lewis acid and a chiral copper-based catalyst.
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