alpha-Metallierte Enäther als "Masken" für Acyl-Anionen
H2C:CHCH2OR (R = tetrahydropyranyl) gave a mixt. of H2C:CHCHR1OH and R1CHCH2CHO after metalation and reaction with an electrophilic agent R1X, whereas metalation of MeCH:CHOR (R = tetrahydropyranyl) with EtCHMeLi, followed by reaction with MeI and acid hydrolysis gave EtCOMe. The electrophile in the latter case could also be an alkyl halide, oxirane, carbonyl compd., nitrile, or CO2. [on SciFinder (R)]
Keywords: vinyl ether metalation
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
written in German.
54682-84-7 Role: RCT (Reactant), RACT (Reactant or reagent) (metalation of); 54682-85-8P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 74-88-4 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with metalated vinyl ethers)
Record created on 2006-03-03, modified on 2016-08-08