136068-09-2

Upstream product

• 34737-45-6 bicyclo[4.1.0]heptan-1-ol 
• 66324-10-5 tert-butyldimethyl(1-phenylvinyloxy)silane 
• 1121-66-0 2-Cyclohepten-1-one 
• 98-86-2 acetophenone 
• 1170695-27-8 C₁₃H₂₂OSi₂ 
• 16717-64-9 1-azidostyrene 
• 4747-13-1 α-methoxystyrene 

Relevant academic research and scientific papers

Mn(III)-mediated formal [3+3]-annulation of vinyl azides and cyclopropanols: A divergent synthesis of azaheterocycles

Mn(III)-mediated formal [3+3]-annulation has been developed using readily available vinyl azides and cyclopropanols with a wide range of substituents. Vinyl azides were successfully applied as a three-atom unit including one nitrogen to prepare pyridines and σ-lactams by the reactions with monocyclic cyclopropanols as well as to construct 2-azabicyclo[3.3.1] and 2-azabicyclo[4.3.1] frameworks with bicyclic cyclopropanols, bicyclo[3.1.0]hexan-1-ols, and bicyclo[4.1.0]heptan-1-ols. These reactions were initiated by a radical addition of β-carbonyl radicals, generated by the one-electron oxidation of cyclopropanols with Mn(III), to vinyl azides to give iminyl radicals, which cyclized with the intramolecular carbonyl groups. In addition, application of the present methodology to a synthesis of the quaternary indole alkaloid, melinonine-E, was accomplished.

A new Br?nsted acid derived from squaric acid and its application to Mukaiyama aldol and Michael reactions

Bis-N-trifluoromethanesulfonyl squaramide was prepared as a new bench-stable strong Br?nsted acid and applied to the Br?nsted acid-catalyzed Mukaiyama aldol and Michael reactions with silyl enol ethers. The resulting Mukaiyama aldol products of aldehydes

Generation of β-keto radicals from cyclopropanols catalyzed by AgNO3

Various β-keto radicals are generated from cyclopropanols by treatment with a catalytic amount of AgNO3 and (NH4) 2S2O8 as a reoxidant in the presence of pyridine. Thus, generated β-keto radicals react with alkenes to yield addition products. Copyright

Regioselective Robinson annulation realized by the combined use of lithium enolates and aluminum tris(2,6-diphenylphenoxide) (ATPH)

Michael addition of lithium enolates derived from ketones to a variety of a, β-unsaturated ketones was realized in the presence of aluminum tris(2,6-diphenylphenoxide) (ATPH). In this reaction, ATPH can be used as a carbonyl protector of a, β-unsaturated carbonyl substrates upon complexation, which facilitates the regioselective 1,4-addition of lithium enolates to Michael acceptors. Similarly, dianions of β-dicarbonyl compounds undergo Michael addition smoothly using ATPH as an effective promoter of the reaction. Subsequent regioselective, intramolecular aldol condensation was also demonstrated, leading to bicyclic carbon ring systems. Such systems are difficult to obtain by the Robinson annulation usually performed in protic media.

Generation of β-Carbonyl Radicals from Cyclopropanol Derivatives by the Oxidation with Manganese(III) 2-Pyridinecarboxylate and Their Reactions with Electron-Rich and -Deficient Olefins

Various β-carbonyl radicals are generated oxidatively from cyclopropanol derivatives by the use of manganese(III) 2-pyridinecarboxylate (Mn(pic)3).These β-carbonyl radicals react with electron-rich olefins such as conjugated silyl enol ethers, a ketene th

Generation of β-Keto Radicals from Cyclopropanol Derivatives by the Use of Manganese(III) 2-Pyridinecarboxylate as an Oxidant and Their Reactions with Olefins

Various β-keto radicals are generated from cyclopropanol derivates such as 1- or 2-substituted cyclopropanols and a cyclopropanone hemiacetal by the use of manganese(III) 2-pyridinecarboxylate, and their reactions with electron-rich olefins give cross-addition products in good yields.