Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 45, Pages 14192-14196Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201709133
Keywords
asymmetric synthesis; C-H activation; heterocycles; homogeneous catalyst; palladium
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Funding
- Swiss State Secretariat for Education, Research and Innovation [C16.0030]
- EPFL (Switzerland)
- National Natural Science Foundation of China [21320102002, 21502202]
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Combining a catalytic enantioselective reaction with dimerization in a single operation is an efficient way to upgrade the enantiomeric excesses (ee) of the product. Palladium-catalyzed reaction of N-(2- iodophenyl)-N-methyl methacrylamide derivatives with oxadiazole afforded, by a double enantioselective carbopalladation/intermolecular heteroarene C-H alkylation sequence, homodimers in good yields with excellent ee values. The dimer was subsequently elaborated to the monomer in which the linker (oxadiazole) was incorporated into the target product.
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