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)]


Published in:
Synthesis, 12, 888-9
Year:
1974
Keywords:
Note:
CAN 83:9089
23-9
Aliphatic Compounds
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
0039-7881
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)
Laboratories:




 Record created 2006-03-03, last modified 2018-01-27


Rate this document:

Rate this document:
1
2
3
 
(Not yet reviewed)