80359-93-9

Upstream product

• 80359-80-4 2,2-diethoxypentane 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 55904-98-8 2,2-dimethoxypentane 
• 4380-91-0 3-oxocaproic acid 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 673-32-5 1-Phenylprop-1-yne 
• 107-87-9 2-Pentanone 

Relevant academic research and scientific papers

Iridium-catalyzed regioselective decarboxylative allylation of β-ketoacids: Efficient construction of γ,δ-unsaturated ketones

A highly regioselective protocol for the direct synthesis of γ,δ-unsaturated ketones from β-ketoacids and allylic alcohols was proposed and accomplished relying on the combination of [Ir(cod)Cl]2 and 10-camphorsulfonic acid via decarboxylative allylation.

Rhodium-Catalyzed Branched and Enantioselective Direct α-Allylic Alkylation of Simple Ketones with Alkynes

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

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.

Ketal Claisen Rearrangements of Simple Aliphatic Ketals

The ketal Claisen rearrangement has been studied with eight simple unsymmetrical ketals in order to establish the regioselectivity associated with the transformation.Three different allylic alkohols were examined.Carbon-carbon bond formation on the more highly substituted branch of the parent ketone generally predominated over substitution on the less highly substituted branch.However, additional substituents on the α or β carbons of the ketal lower the selectivity substantially.Extensive β substitution can completely reverse the normal selectivity.The rection is relatively insensitive to the concentration of the weak acid catalyst.The yields range between 27 and 84 percent, and the products have been characterized.A model that accounts for the observations is also described.

Regioselectivity of the Ketal Claisen Rearrangement

The ketal Claisen rearrangement with a simple unsymmetrical ketal exhibits a high degree of regioselectivity, which is attenuated by substitution of the α- and β-carbon atoms of the ketal.