2109-87-7Relevant articles and documents
Iron-Catalyzed Nucleophilic Addition Reaction of Organic Carbanion Equivalents via Hydrazones
Li, Chen-Chen,Dai, Xi-Jie,Wang, Haining,Zhu, Dianhu,Gao, Jian,Li, Chao-Jun
, p. 3801 - 3805 (2018/07/25)
Earth-abundant and well-defined iron complexes are found to be cheap and effective catalysts for a series of "umpolung" nucleophilic additions of hydrazones. The new catalytic system not only maintains the broad substrate scope of an earlier expensive ruthenium system but also attains chemoselectivity of different kinds of carbonyl groups. Furthermore, the iron catalyst enables this reaction at ambient temperature.
Alcoxymethyltributyletains precurseurs d'alcoxymethyllithiums: application a la synthese de monoethers d'α-glycols et a l'homologation de cetones en aldehydes
Duchene, Alain,Mouko-Mpegna, David,Quintard, Jean-Paul
, p. 787 - 793 (2007/10/02)
Ethoxymethyltributyltin (obtained from diethoxymethyltributyltin, acetyl chloride and tributyltin hydride) and methoxymethyltributyltin (obtained from chloromethyl-methyl ether and tributylstannylmagnesium chloride) have been transmetallated with butyllithium to give the corresponding alkoxymethyl lithium reagents.This reaction, although usually performed in ether, is possible in a variety of other solvents thus simplifying some of the problems encountered during isolation of the products.The alkoxymethyllithiums obtained react with aldehydes and ketones to give cleanly the corresponding monoprotected α-glycols.Stereochemical trends were observed for hydratropaldehyde and 4-tertiarybutylcyclohexanone, while regiochemical trends were evaluated in the case of cyclohexen-2-one.Syntheis of aldehydes has been achieved in good yields from tertiary monoprotected α-glycols using conventional methods.
