53356-80-2Relevant academic research and scientific papers
Samarium(II) iodide-mediated intermolecular coupling reactions of N,N- dibenzylenamides with carbonyl compounds and transformation of the product, N,N-dibenzyl-γ-hydroxyamide to δ-aminoalcohol
Aoyagi, Yutaka,Maeda, Mikiko,Moro, Akira,Kubota, Ken,Fujii, Yohko,Fukaya, Haruhiko,Ohta, Akihiro
, p. 1812 - 1818 (2007/10/03)
Samarium(II) iodide-mediated intermolecular coupling reactions of N,N- dibenzylenamides (1a-d) with carbonyl compounds (2a-i) produced the corresponding N,N-dibenzyl-γ-hydroxyamides (3a-i) in moderate to good yields. Attempts to remove the two benzyl groups of 3a using hydrogenolysis and Birch reduction were unsuccessful. On the other hand, the lithium aluminum hydride reduction of 3a produced 10 in 61% yield, and dedibenzylation using 20% Pd(OH)2 on carbon gave the corresponding δ- aminoalcohol (11).
SYNTHESE DE COMPOSES DIHYDRO-2,3 FURANNIQUES PAR HYDROBORATION D'ALCOOLS β-ACETYLENIQUES
Dana, Gilbert,Figadere, Bruno,Touboul, Estera
, p. 5683 - 5684 (2007/10/02)
Hydroboration of β acetylenic alcohols followed by NaOH/H2O2 oxidation leads to hemiacetals of γ aldols which are easily dehydrated to 2,3-dihydrofuran compounds.The reaction gives good yields with hindered alcohols and its stereochemistry may be controlled during the organometallic synthesis of the starting alcohol.
