期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 3, 页码 1070-1074出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201507494
关键词
allylic compounds; asymmetric catalysis; cross-coupling; nickel; synthetic methods
资金
- National Institutes of Health [NIGMS 104349]
- National Science Foundation [CHE-1464744]
- China Scholarship Council [201406350156]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1464744] Funding Source: National Science Foundation
Palladium-catalyzed allylic substitution reactions are among the most efficient methods to construct C-C bonds between sp(3)-hybridized carbon atoms. In contrast, much less work has been done with nickel catalysts, perhaps because of the different mechanisms of the allylic substitution reactions. Palladium catalysts generally undergo substitution by a soft-nucleophile pathway, wherein the nucleophile attacks the allyl group externally. Nickel catalysts are usually paired with hard nucleophiles, which attack the metal before C-C bond formation. Introduced herein is a rare nickel-based catalyst which promotes substitution with diarylmethane pronucleophiles by the soft-nucleophile pathway. Preliminary studies on the asymmetric allylic alkylation are promising.
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