He, Xiang-Hong; Yang, Lei; Huang, Wei; Zhao, Qian; Pan, Xiao-Li; Jiang, Dao-Feng; Yang, Ming-Cheng; Peng, Cheng; Han, Bo published the artcile< Catalytic cross-benzoin/Michael/acetalization cascade for asymmetric synthesis of trifluoromethylated γ-butyrolactones>, Category: esters-buliding-blocks, the main research area is trifluoromethyl gamma butyrolactone preparation enantioselective diastereoselective chemoselective regioselective; aldehyde trifluoroacetaldehyde ethyl hemiacetal enal cascade benzoin Michael acetalization.
A sequential NHC-amine catalytic cascade reaction was developed to assemble aromatic aldehydes R1CHO [R1 = Ph, 3-ClC6H4, 4-ClC6H4, 3-BrC6H4, 4-BrC6H4, 2-FC6H4, 4-FC6H4, 4-i-PrC6H4, 2-furyl, 2-thienyl, (E)-PhCH:CH], trifluoroacetaldehyde Et hemiacetal, and enals (E)-R2CH:CHCHO (R2 = Ph, 2-ClC6H4, 4-ClC6H4, 4-BrC6H4, 2-FC6H4, 3-FC6H4, 4-FC6H4, 4-O2NC6H4, 4-MeC6H4, 2-MeOC6H4, 2-furyl, Me) asym. into CF3-substituted chiral γ-butyrolactones I [R1 = Ph, 3-ClC6H4, 4-ClC6H4, 3-BrC6H4, 4-BrC6H4, 2-FC6H4, 4-FC6H4, 4-i-PrC6H4, 2-furyl, 2-thienyl, (E)-PhCH:CH; R2 = Ph, 2-ClC6H4, 4-ClC6H4, 4-BrC6H4, 2-FC6H4, 3-FC6H4, 4-FC6H4, 4-O2NC6H4, 4-MeC6H4, 2-MeOC6H4, 2-furyl, Me] featuring vicinal quaternary and tertiary stereocenters in 48-78% yields, 62:38-89:11 dr, and in 60-94% ee. This approach incorporated a highly chemoselective intermol. cross-benzoin reaction and a highly regioselective Michael-acetalization cascade. Various multi-functionalized THF scaffolds were readily prepared from hemiacetal intermediates through convenient organic transformations.
RSC Advances published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Category: esters-buliding-blocks.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics