Trimethylsilylmethyl-kalium und andere Spitzenkönner unter den Metallierungsmitteln

For the metalation of allylic and benzylic positions Me3SiCH2K is the most powerful reagent. BuLi in the presence of KOCMe3, however, can usually replace it. Olefinic and cyclopropane H atoms are most readily attacked by pentylsodium, esp. in the presence of KOCMe3. Me3SiCH2K, however, will work equally if an activating group, such as MeO, is present in the substrate. [on SciFinder (R)]


Published in:
Helvetica Chimica Acta, 59, 2, 453-66
Year:
1976
Keywords:
Note:
CAN 85:21516
29-2
Organometallic and Organometalloidal Compounds
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
0018-019X
written in German.
121-46-0 Role: RCT (Reactant), RACT (Reactant or reagent) (acetoxylation of); 64-19-7 Role: RCT (Reactant), RACT (Reactant or reagent) (acetoxylation of norbornadiene by); 110-18-9; 865-47-4 Role: CAT (Catalyst use), USES (Uses) (catalysts, for metalation by alkyl metal compds.); 109-72-8; 594-19-4; 598-30-1; 1822-71-5; 3003-91-6; 53127-82-5 Role: RCT (Reactant), RACT (Reactant or reagent) (metalation by); 79-92-5; 98-82-8; 110-83-8; 279-19-6; 563-45-1; 21516-65-4 Role: RCT (Reactant), RACT (Reactant or reagent) (metalation of); 59518-05-7 Role: RCT (Reactant), RACT (Reactant or reagent) (metalation of methylbutenes); 5257-37-4P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and hydrolysis of); 98-06-6P; 99-87-6P; 535-77-3P; 695-04-5P; 697-25-6P; 6555-48-2P; 16069-36-6P; 16452-34-9P; 42272-94-6P; 49818-13-5P; 53589-56-3P; 59518-06-8P; 59518-07-9P; 59518-08-0P; 59518-10-4P; 59518-11-5P; 59518-12-6P; 59518-13-7P; 59518-14-8P; 59518-15-9P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 59518-09-1 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction with ethylene oxide); 74-88-4 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction with metalated cumene); 75-77-4 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction with metalated org. compds.); 75-21-8 Role: RCT (Reactant), RACT (Reactant or reagent) (with metalated org. compds.)
Laboratories:




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


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