期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 8, 页码 2371-2376出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201813233
关键词
carboxylic acids; cross-coupling; directing group effects; Mizoroki-Heck
资金
- National Institutes of Health [R35 GM122606]
- Nanjing University of Science Technology
- Westfalische Wilhelms-Universitat Munster
Pd-0-catalyzed Mizoroki-Heck reactions traditionally exhibit poor reactivity with polysubstituted, unbiased alkenes. Intermolecular reactions with simple, all-carbon tetrasubstituted alkenes are unprecedented. Herein we report that pendant carboxylic acids, combined with bulky monophospine ligands on palladium, can direct the arylation of tri- and tetrasubstituted olefins. Quaternary carbons are established at high Fsp(3) attached-ring junctures and the carboxylate directing group can be removed after coupling. Carboxylate directivity prevents over-arylation of the new, less substituted alkene, which can be diversified in subsequent reactions.
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