40447-83-4Relevant academic research and scientific papers
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 (1982)
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.
Steric and complexation effects on the 1,4-addition reaction of lithium dimethylcuprate with rigid α,β-unsaturated ketones
Vellekoop, A. Samuel,Smith, Robin A.J.
, p. 11971 - 11994 (2007/10/03)
Reaction of lithium dimethylcuprate with a series of substituted 10- methyl-l(9)-octal-2-ones in diethyl ether give 1,4-addition products with the same ring junction stereochemistry as the parent, unsubstituted α,β- unsaturated ketone. The reactivity of the system is modified by groups positioned axially and 1,3 with respect to the β-carbon of the enone. Alkoxy substituents are generally activating, particularly if they are syn with respect to the incoming methyl group.
Absolute Configuration of 1,2-Disubstituted trans-Cyclodecenes Based on Chemical Correlation with (+)-Dimethyl (2R)-2-Butyl-1-methyloctanedioate
Marshall, James A.,Flynn, Katherine E.
, p. 7430 - 7435 (2007/10/02)
The absolute configuration of (-)-trans-1,2-dimethylcyclodecene (4) has been determined to be R through chemical correlation with (+)-dimethyl (2R)-2-butyl-2-methyloctanedioate (13).Diester 13 was prepared from (+)-(4aS)-4a-methyl-2,3,4,4a,5,6,7,8-octahyd
