Transmetalation and double metal exchange. Convenient way to organolithium compounds of the benzyl and allyl type
Schlosser, Manfred; Hartmann, Juergen
1973

Résumé

Treating PhMe with BuLi in the presence of KOCMe3 gave PhCH2K, which on LiBr treatment was converted into 85% PhCH2Li, characterized with Me3SiCl as PhCH2SiMe3. Similarly, at -20 Deg H2C:CMe2 gave 80% H2C:CMeCH2Li converted by CO2 or ethylene oxide into H2C:CMeCH2CO2H or H2C:CMe(CH2)3OH, resp. The similarly prepd. 2-C10H7CH2M (C10H7 = naphthyl; M = K, Li (I)] were obtained only with LiOCMe3 impurities due to their soly. I was characterized by carboxylation yielding 2-naphthaleneacetic acid. [on SciFinder (R)]

Détails

Titre Transmetalation and double metal exchange. Convenient way to organolithium compounds of the benzyl and allyl type
Auteur(s) Schlosser, Manfred ; Hartmann, Juergen
Publié dans Angewandte Chemie, International Edition
Volume 12
Pages 508-509
Date 1973
Mots-clés (libres)
Note CAN 79:92315 29-2 Organometallic and Organometalloidal Compounds Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz. Journal 0044-8249 written in German. 36456-31-2 Role: RCT (Reactant), RACT (Reactant or reagent) (lithiation of); 91-57-6; 108-88-3; 115-11-7 Role: RCT (Reactant), RACT (Reactant or reagent) (metalation of); 2785-29-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and lithiation of); 581-96-4P; 766-04-1P; 1617-31-8P; 22508-64-1P; 36456-32-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 29917-94-0P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn., carboxylation and reaction with ethyloxirane)
DOI https://doi.org/10.1002/anie.197305082
Laboratoires LSCO
Le document apparaît dans Production scientifique et compétences > SB - Faculté des sciences de base > SB Archives > LSCO - Laboratoire de synthèse organique et catalyse
Publications validées par des pairs
Travail produit à l'EPFL
Articles de journaux
Publié
Date de création de la notice 2006-03-03