858264-14-9Relevant academic research and scientific papers
Rhodium-Catalyzed Branched and Enantioselective Direct α-Allylic Alkylation of Simple Ketones with Alkynes
Ma, Mingliang,Xie, Liyu,Xing, Dong,Yang, Haijian
supporting information, (2020/03/10)
Herein, we report the first direct branched-selective α-allylic alkylation of simple ketones with alkynes under rhodium and secondary amine cooperative catalysis. Through a rhodium-hydride-catalyzed allylic substitution pathway, a series of valuable γ,δ-unsaturated ketones are obtained with excellent regioselectivity in an atom-economic and byproduct-free manner. With a chiral BIPHEP ligand, high enantioselectivity has been achieved for this transformation.
Gamma-alkenyl ketone and synthesis method thereof
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Paragraph 0049-0054, (2020/08/27)
The invention discloses gamma-alkenyl ketone and a preparation method thereof. Simple cyclic ketones or non-cyclic methyl ketones such as cyclopentanone and 1-phenyl-1-propyne are used as raw materials, and a target product is obtained with high yield, high regioselectivity and high enantioselectivity in the presence of an organic solvent, a catalyst, an additive and a ligand. The gamma-alkenyl ketone has the advantages of atom economy, high regioselectivity, high enantioselectivity and the like, and efficient conversion from cheap basic organic chemicals to high-added-value gamma-alkenyl ketone can be realized. The synthesized gamma-alkenyl ketone is a potential synthesis intermediate, and has potential application prospects in fine chemical synthesis and drug intermediate synthesis.
Lewis acid/CpRu dual catalysis in the enantioselective decarboxylative allylation of ketone enolates
Linder, David,Austeri, Martina,Lacour, Jerome
supporting information; experimental part, p. 4057 - 4061 (2009/12/06)
The addition of a Lewis acidic metal triflate salt Mg(OTf)2 as co-catalyst in the CpRu-catalyzed decarboxylative allylation of in situ-generated ketone enolates allows the reaction to proceed at lower temperature with higher regio- and enantios
Enantioselective CpRu-catalyzed carroll rearrangement - Ligand and metal source importance
Linder, David,Buron, Frederic,Constant, Samuel,Lacour, Jerome
supporting information; scheme or table, p. 5778 - 5785 (2009/06/18)
The addition of unstabilized carbonyl nucleophiles to unsymmetrical allyl-metal fragments still represents a challenge to generate stereogenic centers enantio- and regioselectively. In this context, the decarboxylative Carroll rearrangement of allyl β-keto esters is particularly interesting, since chiral γ,δ-unsaturated ketones are obtained. Herein, we show that CpRu half-sandwich complexes can, with selected enantio-pure pyridine-monooxazoline ligands, catalyze this transformation and afford complete conversions along with good levels of regioselectivity and enantioselectivity. Even more challenging (electron-poor) substrates react (up to 86% ee, branched/linear ratio ≥ 97:03). In addition, the use of an air-stable metal precursor, namely [CpRu(η6-naphthalene)][PF6], allows the reaction to be carried out reproducibly even in non-anhydrous THF with a catalyst loading as low as 2 mol-%. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
