1888-57-9Relevant articles and documents
Musk or violet? Design, synthesis and odor of seco-derivates of a musky carotol lead
Kraft, Philip,Popaj, Kasim
, p. 12211 - 12219 (2006)
By a six-step synthetic route consisting of a Li2MnCl4-catalyzed coupling of branched alkyl magnesium chlorides with isovaleryl and 3,3-dimethylbutanoyl chloride, Grignard reaction of the product with ethynyl magnesium bromide, dehydration and transformation into a Grignard reagent, subsequent reaction with acetaldehyde, (E)-selective hydrogenation of the alkynol triple bond with lithium aluminum hydride, and finally pyridinium chlorochromate oxidation, four sterically highly demanding target structures were synthesized diastereoselectively. These four molecular targets were designed as seco-structures to a musky carotol lead, and their olfactory profiles that merge violet like with musky notes to different extents, provide interesting insight into structure-odor correlation.
Axially chiral thioamides of acrylic acid: Correlated and uncorrelated internal rotations
Kuttenberger, Margit,Frieser, Markus,Hofweber, Martin,Mannschreck, Albrecht
, p. 3629 - 3645 (2007/10/03)
In acrylic thioamides (Scheme 1), two intramolecular motions are possible: thiocarbonyl-nitrogen (=C-N) and alkenyl-carbonyl (=C-C=) rotations. Since the two mobile molecular fragments can interact by steric and by resonance effects, we intended to demons
Zinc-promoted reactions. Part 5. The behaviour of alkyl substituted 1,3-diketones
Floris, Barbara,Luchetti, Luciana,Rosnati, Vittorio
, p. 4409 - 4418 (2007/10/02)
The zinc-promoted reaction of 2,4-pentanedione and related β-dicarbonyl substrates have been investigated under a variety of conditions. The results were explained according to a general mechanism, involving ionic and nonionic pathways.
