10345-67-2Relevant articles and documents
Anionic, in situ generation of formaldehyde: A very useful and versatile tool in synthesis
Deguest, Geoffrey,Bischoff, Laurent,Fruit, Corinne,Marsais, Francis
, p. 1165 - 1167 (2007)
(Chemical Equation Presented) A very simple, safe and powerful method for the in situ generation of formaldehyde at low temperature in anhydrous conditions is described. This new tool avoids the use of gaseous formaldehyde and is suitable for basic carbon nucleophiles which cannot be generated in aqueous reaction media. Various substrates, including organolithium reagents and enolates, underwent smooth hydroxymethylation showing the versatility of this process. A Wittig reaction was also carried out in high yield.
Lewis base catalysis by thiourea: N -bromosuccinimide-mediated oxidation of alcohols
Tripathi, Chandra Bhushan,Mukherjee, Santanu
experimental part, p. 1592 - 1598 (2012/03/11)
In recent times, (thio)urea derivatives have become synonymous with hydrogen bonding owing to their extensive applicability as small molecule organocatalysts. In this paper, another activation mode by thiourea derivatives, namely via Lewis base catalysis, is disclosed for the NBS-mediated oxidation of alcohols. The mild reaction conditions employed here is suitable for chemoselective oxidation of secondary alcohol in the presence of primary alcohol.
Expeditious and Efficient Annulation Protocol for the Synthesis of α,β-Unsaturated δ-Lactones from β-Keto Esters
Nangia, A.,Rao, P. Bheema
, p. 2375 - 2378 (2007/10/02)
β-Keto esters 6a-e are transformed into β-keto alcohols 7a-e, which are homologated to phosphonates 9a-e.Intramolecular Horner-Wadsworth-Emmons reaction affords δ-lactones 10a-d in excellent overall yields. Key words: δ-Lactones; β-Keto esters; Intramolecular; Phosphonates; Horner-Wadsworth-Emmons