82721-81-1Relevant articles and documents
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.
Synthesis of (6S,7S,9R,10R)-6,9-epoxynonadec-18-ene-7,10-diol, a marine epoxy lipid isolated from the brown alga, Notheia anomala, by an oxiranyl anion strategy
Mori, Yuji,Sawada, Tomoko,Furukawa, Hiroshi
, p. 731 - 734 (2007/10/03)
The stereocontrolled synthesis of (6S,7S,9R,10R)-6,9-epoxynonadec-18- ene-7,10-diol, isolated from the brown alga, Notheia anomala, has been achieved. The key 2,3,5-trisubstituted tetrahydrofuran ring was constructed by alkylation of the sulfonyl-stabilized oxiranly anion followed by 5-endo cyclization.