81176-75-2Relevant articles and documents
A GENERAL METHOD FOR THE SELECTIVE REDUCTION OF KETONES IN THE PRESENCE OF ENONES.
Ward, Dale E.,Rhee, Chung K.,Zoghaib, Wajdi M.
, p. 517 - 520 (2007/10/02)
Ketones can be reduced in the presence of conjugated enones by sodium borohydride in 50percent methanol in dichloromethane at -78 deg C.The selectivity is generally excellent.In favorable cases the reaction can be carried out at room temperature in dichloromethane with acetic acid as catalyst.
SELECTIVITE DE LA REDUCTION D'α-ENONES POLYCYCLIQUES PAR LES BOROHYDRURES: EFFET DE L'ADDITION DE TETRAMETHYL-ETHYLENEDIAMINE AU BOROHYDRURE DE TETRABUTYLAMMONIUM
D'incan, E.,Loupy, A.,Maia, A.,Seyden-Penne, J.,Viout, P.
, p. 2923 - 2927 (2007/10/02)
Δ1,9octalone, Δ1,9-10-methyl octalone and testosterone were reduced by NBu4BH4, alone or in the presence of tetramethylethylenediamine (TMEDA), in THF and in toluene.With TMEDA, the first step of the reduction is the regioselective 1,4 attack by BH4(1-) which leads either to the saturated ketones or to the corresponding saturated alcohols.The results observed under different conditions were interpreted by the intervention of various reductive species: diborane, enoxyborohydrides in the absence of TMEDA, amine-borane in its presence.
