5932-62-7Relevant articles and documents
New methylene homologation method for cyclic ketones
Liu, Huaqing,Sun, Chunrui,Lee, Nam-Kyu,Henry, Roger F.,Lee, Daesung
supporting information, p. 11889 - 11893 (2012/10/29)
Teaching new tricks to an old dog: By intercepting adducts between ketones and lithium trimethylsilyldiazomethane, a new Tiffeneau-Demjanov type methylene homologation could be realized in a single-step operation. Among proton sources and Lewis acids, silica gel was found to be the most effective reagent for the protonation of intermediates and their subsequent ring expansion (see scheme). Copyright
Selective homologation of ketones and aldehydes with diazoalkanes promoted by organoaluminum reagents
Maruoka,Concepcion,Yamamoto
, p. 1283 - 1290 (2007/10/02)
Organoaluminum-promoted single homologation or ring expansion of ketones and aldehydes with diazoalkanes has been described, and among various organoaluminium reagents, exceptionally bulky methylaluminum bis(2,6-di-tert-butyl-4-methylphenoxide) (MAD) is found to be highly effective for the selective homologation of various ketones and aldehydes.
NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 10. TRIMETHYLSILYLDIAZOMETHANE (TMSCHN2), A NEW, STABLE, AND SAFE REAGENT FOR THE HOMOLOGATION OF KETONES
Hashimoto, Norio,Aoyama, Toyohiko,Shiori, Takayuki
, p. 4619 - 4622 (2007/10/02)
Homologation of ketones can be achieved with trimethylsilyldiazomethane (TMSCHN2) which is a stable and safe substitute for hazardous diazomethane.