Catalytic Allylic Alkylation via the Cross-Dehydrogenative-Coupling Reaction between Allylic sp3C−H and Methylenic sp3C−H Bonds
Top Cited Papers
- 7 December 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 128 (1), 56-57
- https://doi.org/10.1021/ja056541b
Abstract
A catalytic allylic alkylation was developed via the cross-dehydrogenative-coupling reaction of allylic sp3 C−H and methylenic sp3 C−H catalyzed by copper bromide and cobalt chloride in the presence of an oxidizing reagent, t-BuOOH. This methodology provides a direct way to use allylic sp3 C−H bonds for forming C−C bonds.Keywords
This publication has 14 references indexed in Scilit:
- Highly Efficient CuBr‐Catalyzed Cross‐Dehydrogenative Coupling (CDC) between Tetrahydroisoquinolines and Activated Methylene CompoundsEuropean Journal of Organic Chemistry, 2005
- CuBr-Catalyzed Direct Indolation of Tetrahydroisoquinolines via Cross-Dehydrogenative Coupling between sp3 C−H and sp2 C−H BondsJournal of the American Chemical Society, 2005
- Highly Efficient Copper-Catalyzed Nitro-Mannich Type Reaction: Cross-Dehydrogenative-Coupling between sp3 C−H Bond and sp3 C−H BondJournal of the American Chemical Society, 2005
- CuBr-Catalyzed Efficient Alkynylation of sp3 C−H Bonds Adjacent to a Nitrogen AtomJournal of the American Chemical Society, 2004
- Cu-Catalyzed Asymmetric Allylic Alkylations of Aromatic and Aliphatic Phosphates with Alkylzinc Reagents. An Effective Method for Enantioselective Synthesis of Tertiary and Quaternary CarbonsJournal of the American Chemical Society, 2004
- Distinguishing between Abstraction and Addition as the First Step in the Reaction of a Nitroxyl Radical with CyclohexeneOrganic Letters, 2004
- Ruthenium-Catalyzed Cycloisomerization of 1,6-Enynes Initiated by C−H ActivationJournal of the American Chemical Society, 1999
- Palladium(II)-Catalyzed Dehydrative Cyclization of cis-4-Alkylcycloalken-2-ols. Synthesis of Tricyclic Spiroketals in a One-Pot SequenceSynlett, 1996
- Allylic alkylation: preparation of .pi.-allylpalladium complexes from olefinsJournal of the American Chemical Society, 1978
- Electrophilic Fragmentation in the Tropilidene SeriesJournal of the American Chemical Society, 1959