104266-80-0Relevant articles and documents
Cyclopentannulation with a 1,3-Dicarbonyl Dipole Equivalent. Synthesis of Bicyclooct-1(5)-ene-2,6-dione
Laurent, Denis R. St.,Paquette, Leo A.
, p. 3861 - 3864 (1986)
2-(2,2-Diethoxyethyl)-1,3-dithiane (5) in its anionic form undergoes Michael addition to 2-cyclopentenone.Acid hydrolysis of the adduct gives rise to the pair of epimeric diquinane aldols 9 and 10 as well as 11 in ratios that are sensitive to both acid co
Base-Mediated Radical Borylation of Alkyl Sulfones
Huang, Mingming,Hu, Jiefeng,Krummenacher, Ivo,Friedrich, Alexandra,Braunschweig, Holger,Westcott, Stephen A.,Radius, Udo,Marder, Todd B.
supporting information, (2021/12/02)
A practical and direct method was developed for the production of versatile alkyl boronate esters via transition metal-free borylation of primary and secondary alkyl sulfones. The key to the success of the strategy is the use of bis(neopentyl glycolato) diboron (B2neop2), with a stoichiometric amount of base as a promoter. The practicality and industrial potential of this protocol are highlighted by its wide functional group tolerance, the late-stage modification of complex compounds, no need for further transesterification, and operational simplicity. Radical clock, radical trap experiments, and EPR studies were conducted which show that the borylation process involves radical intermediates.
