196504-27-5Relevant academic research and scientific papers
The formation of bicyclo[n.2.0]alkan-1-ols from the reaction of the lithium enolates of simple ketones and phenyl vinyl sulfoxide
Loughlin, Wendy A.,McCleary, Michelle A.
, p. 1347 - 1353 (2003)
The enolates generated from cyclopentanone, cycloheptanone or cyclooctanone and LDA at -78°C in THF react with (±)-phenyl vinyl sulfoxide under controlled conditions of temperature, reaction time, and concentration. Upon oxidation with MCPBA of the produc
New efficient and stereoselective [2+2] cycloadditions of dimethylaluminum enolates with phenylvinylsulfoxide
Bienayme, Hugues,Guicher, Nathalie
, p. 5511 - 5514 (1997)
Lewis-acidic enolates, such as dimethylauminum enolates undergo cis-stereoselective [2+2] cycloadditions with phenylvinylsulfoxide. The method is quite general and gives good yields of synthetically valuable substituted cyclobutanols. The remaining sulfoxide handle can be further manipulated, giving access to diverse chemical functionalities.
