180573-14-2

Upstream product

• 877776-39-1 diethyl 1-oxaspiro[2.4]heptane-4,4-dicarboxylate 
• 105-53-3 diethyl malonate 
• 80250-01-7 diethyl 2-(pent-4-yn-1-yl)malonate 
• 122086-35-5 diethyl 2-methylene-1,1-cyclopentanedicarboxylate 

Downstream Products

• 177895-64-6 diethyl 3-methylenecyclohexane-1,1-dicarboxylate 
• 98043-32-4 3-methylenecyclohexane-1-carboxylic acid 

Relevant academic research and scientific papers

Cobalt-Catalyzed Regioselective Olefin Isomerization under Kinetic Control

Olefin isomerization is a significant transformation in organic synthesis, which provides a convenient synthetic route for internal olefins and remote functionalization processes. The selectivity of an olefin isomerization process is often thermodynamically controlled. Thus, to achieve selectivity under kinetic control is very challenging. Herein, we report a novel cobalt-catalyzed regioselective olefin isomerization reaction. By taking the advantage of fine-tunable NNP-pincer ligand structures, this catalytic system features high kinetic control of regioselectivity. This mild catalytic system enables the isomerization of 1,1-disubstituted olefins bearing a wide range of functional groups in excellent yields and regioselectivity. The synthetic utility of this transformation was highlighted by the highly selective preparation of a key intermediate for the total synthesis of minfiensine. Moreover, a new strategy was developed to realize the selective monoisomerization of 1-alkenes to 2-alkenes dictated by installing substituents on the γ-position of the double bonds. Mechanistic studies supported that the in situ generated Co-H species underwent migratory insertion of double bond/β-H elimination sequence to afford the isomerization product. The less hindered olefin products were always preferred in this cobalt-catalyzed olefin isomerization due to an effective ligand control of the regioselectivity for the β-H elimination step.

Synthesis and structure of hydroxyl acids of general structure 7,7-alkenyl/alkynyl-5-hydroxymethyl-6-oxabicyclo[3.2.1]octane-1-carboxylic acid

The open-ended hollow tubular structure formed by inclusion of water molecules in the packing of the hydroxyl acid 1 (R1 = CH 2OH, R2 = ethyl groups) led to the synthesis and structural study of their unsaturated analogues

β elimination of a phosphonate group from an alkoxyl radical - Intramolecular acylation using acylphosphonate derivatives as carbonyl group acceptors

The possibility of β elimination of a phosphonate group in radical reactions was studied. The facile β elimination of the phosphonate group from an alkoxyl radical was observed for the first time, whereas the β elimination of the phosphonate group from an

β-elimination of a phosphonate group from an alkoxy radical: An intramolecular acylation approach using an acylphosphonate as a carbonyl group acceptor

On the basis of facile β-elimination of a phosphonate group from an alkoxy radical, intramolecular acylation reaction has been developed, in which an acylphosphonate is used as an excellent carbonyl group radical acceptor. Copyright

Radical cyclization of thio- and seleno-esters - An intramolecular acylation approach

Both thio- and seleno-esters are utilized as carbonyl equivalent radical acceptors in radical cyclizations, where selenoesters are more efficient than thioesters due to the better leaving ability of the phenylseleno group.