Formation of α-chiral centers by asymmetric β-C(sp 3 )–H arylation, alkenylation, and alkynylation
Autor: | Michael A. Poss, Jennifer X. Qiao, Xiao-Bing Wang, Jin-Quan Yu, Claudio Mapelli, Qian Shao, Forrest Zhang, Ru-Yi Zhu, Qingfeng Wu, Peng-Xiang Shen, Jian He |
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Rok vydání: | 2017 |
Předmět: |
Multidisciplinary
010405 organic chemistry Stereochemistry Enantioselective synthesis chemistry.chemical_element Oxazoline 010402 general chemistry 01 natural sciences Desymmetrization Article 0104 chemical sciences Isobutyric acid Catalysis Hydroxylation chemistry.chemical_compound chemistry Isopropyl Palladium |
Zdroj: | Science. 355:499-503 |
ISSN: | 1095-9203 0036-8075 |
DOI: | 10.1126/science.aal5175 |
Popis: | Expressed preferences among methyl groups Targeting just one of the two equivalent branch ends in Y-shaped molecules is a particular challenge for catalysis. Enzymes manage to do it by grasping the whole molecule, octopus-like, but often enzymes cannot tolerate minor structural variations. Wu et al. produced an amide-directed palladium catalyst that, armed with oxazoline-derived chiral ligands, could reliably attack just one methyl member of isopropyl groups. The reaction successfully replaced C–H bonds with C–C bonds in a wide variety of aryl and vinyl coupling partners. Science , this issue p. 499 |
Databáze: | OpenAIRE |
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