Halide-Free Dehydrative Allylation Using Allylic Alcohols Promoted by a Palladium−Triphenyl Phosphite Catalyst
- 4 March 2004
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 69 (7), 2595-2597
- https://doi.org/10.1021/jo030370g
Abstract
The triphenyl phosphite-palladium complex was found to effect catalytic substitution reactions of allylic alcohols via a direct C-O bond cleavage. The dehydrative etherification proceeded efficiently without any cocatalysts and bases to give allylic ethers in good to excellent yields.Keywords
This publication has 28 references indexed in Scilit:
- Pd·Et3B-catalyzed alkylation of amines with allylic alcoholsElectronic supplementary information (ESI) available: experimental section. See http://www.rsc.org/suppdata/cc/b2/b210920d/Chemical Communications, 2002
- Strikingly Simple Direct α-Allylation of Aldehydes with Allyl Alcohols: Remarkable Advance in the Tsuji−Trost ReactionJournal of the American Chemical Society, 2001
- Et3B–Pd-promoted allylation of benzaldehyde with allylic alcoholsTetrahedron Letters, 2000
- Asymmetric Transition Metal-Catalyzed Allylic AlkylationsChemical Reviews, 1996
- Direct Synthesis of Allyl Sulfides from Allyl Alcohols and ThiolsSynthesis, 1993
- Allylic alcohols as substrates for the palladium(0)-catalyzed allylic substitutionTetrahedron Letters, 1993
- Palladium mediated allylic mitsunobu displacement: stereocontrolled synthesis of hepoxilin A3 and trioxilin A3 methyl estersTetrahedron Letters, 1992
- Nucleophiles with Allyl–Metal ComplexesPublished by Elsevier ,1991
- Palladium-catalyzed allylic alkylation of carbonucleophiles witl allylic borates or allylic alcohols and boron oxide under neutral conditionsJournal of Organometallic Chemistry, 1988
- Palladium and arsenic(III) oxide-catalyzed allylic alkylation by allylic alcohols under neutral conditionsJournal of Molecular Catalysis, 1987