Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume -, Issue -, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202217871
Keywords
Asymmetric Catalysis; Cobalt; Enynes; Sequential Hydrogenations; Z-Allylamides
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Asymmetric sequential hydrogenations of conjugated enynes have been developed using a Ph-BPE-Co-I catalyst for the precise synthesis of chiral Z-allylamides with high activity and excellent enantioselectivity. The difference in catalytic activity between cobalt complexes of Ph-BPE and QuinoxP* was explained by the process decomposition of rate-determining step in the second hydrogenation.
Asymmetric sequential hydrogenations of conjugated enynes have been developed using a Ph-BPE-Co-I catalyst for the precise synthesis of chiral Z-allylamides in high activity (up to 1000 substrate/catalyst (S/C)) and with excellent enantioselectivity (up to >99 % enantiomeric excess (ee)). Mechanism experiments and theoretical calculations support a cationic Co-I/Co-III redox catalytic cycle. The catalytic activity difference between cobalt complexes of Ph-BPE and QuinoxP* was explained by the process decomposition of rate-determining step in the second hydrogenation.
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