426211-53-2Relevant academic research and scientific papers
Stereoselective Michael-Aldol Tandem Reaction of Phenylselenomagnesium Bromide with Acetylenic Sulfones and Aldehydes. An Efficient Synthesis of Polyfunctionalized Allylic Alcohols
Huang, Xian,Xie, Meihua
, p. 1331 - 1334 (2002)
(Matrix Presented) A mixture of phenylselenomagnesium bromide, an acetylenic sulfone, and an aldehyde in THF/CH2Cl2 afforded Michael-aldol tandem adduct, i.e., (Z)-β-phenylseleno-α-(p-tolylsulfonyl)allylic alcohol, in good yield with
Highly stereoselective three-component reactions of phenylselenomagnesium bromide, acetylenic sulfones, and saturated aldehydes/ketones or α,β-unsaturated enals or enones
Huang, Xian,Xie, Meihua
, p. 8895 - 8900 (2007/10/03)
β-Phenylseleno-α-tolylsulfonyl-substituted alkenes were synthesized via the three-component conjugate-nucleophilic addition of acetylenic sulfones, phenylselenomagnesium bromide, and carbonyl compounds, such as aldehydes, aliphatic ketones, or α-unsaturated enals or enones. The reaction is highly regio- and stereoselective with moderate to good yields. Functionalized allylic alcohols were obtained in the case of aldehydes and aliphatic ketones. In the case of α,β-unsaturated enones, functionalized allylic alcohols or functionalized γ,δ-unsaturated ketones were obtained, depending on the structures of the ketones.
