Trimethylsilylmethyl-kalium und andere Spitzenkönner unter den Metallierungsmitteln
Hartmann, Juergen; Schlosser, Manfred
1976

Abstract

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)]

Details

Title Trimethylsilylmethyl-kalium und andere Spitzenkönner unter den Metallierungsmitteln
Author(s) Hartmann, Juergen ; Schlosser, Manfred
Published in Helvetica Chimica Acta
Volume 59
Issue 2
Pages 453-66
Date 1976
ISSN 0018-019X
Keywords
Note CAN 85:21516
29-2
Organometallic and Organometalloidal Compounds
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
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.)
DOI https://doi.org/10.1002/hlca.19760590212
Laboratories LSCO
Record Appears in Scientific production and competences > SB - School of Basic Sciences > SB Archives > LSCO - Laboratory of Organic Synthesis and Catalysis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date 2006-03-03

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