38514-02-2Relevant academic research and scientific papers
PdII-Catalyzed Site-selective β- and γ-C(sp3)-H Arylation of Primary Aldehydes Controlled by Transient Directing Groups
Chekshin, Nikita,Li, Yi-Hao,Ouyang, Yuxin,Yu, Jin-Quan
supporting information, p. 4727 - 4733 (2022/04/07)
Pd(II)-catalyzed site-selective β- and γ-C(sp3)-H arylation of primary aldehydes is developed by rational design of L,X-type transient directing groups (TDG). External 2-pyridone ligands are identified to be crucial for the observed reactivity. By minimizing the loading of acid additives, the ligand effect is enhanced to achieve high reactivities of the challenging primary aldehyde substrates. Site selectivity can be switched from the proximate to the relatively remote position by changing the bite angle of TDG to match the desired palladacycle size. Experimental and computational investigations support this rationale for designing TDG to potentially achieve remote site-selective C(sp3)-H functionalizations.
In-Situ generation of surface-active HCo(CO)y like intermediate from gold supported on ion-promoted Co3O4 for induced hydroformylation-hydrogenation of alkenes to alcohols
Akinnawo, Christianah A.,Meijboom, Reinout,Mogudi, Batsile M.,Oseghale, Charles O.
, (2020/07/21)
In this study, a greener and stable surface-active cobalt-carbonyl like specie [HCo(CO)y] was generated via H2 and CO spillover by gold on ion-promoted cobalt oxide. The supports and catalysts syntheses were based on inverse micelle and deposition-precipitation methods, respectively. The temperature-programmed reduction was used for optimization to obtain the best supports. The catalysts with activity (Co3O4 3O4 3O4 and Au loadings 10 percent 3O4 catalyst more active than the others and displayed excellent alcohol chemoselectivity with varying regioselectivity under milder reaction conditions. The reaction was assumed to take place via the formation of [HCo(CO)y] specie, as the active catalytic site of the catalyst. The enhanced catalytic performance was also ascribed to the low-temperature reducibility and surface basicity of the nanomaterials. The stability of the catalyst was evaluated by recycling, with its mesostructure retained after four cycles.
INSECT PHEROMONES AND THEIR ANALOGUES XLIII. CHIRAL PHEROMONES FROM (S)-(+)-3,7-DIMETHYLOCTA-1,6-DIENE 3. SYNTHESIS OF (4R)-4-METHYLNONAN-1-OL - SEX PHEROMONE OF Tenebrio molitor AND ITS RACEMIC ANALOGUE
Odinokov, V. N.,Ishmuratov, G. Yu.,Yakovleva, M. P.,Sokol'skaya, O. V.,Kharisov, R. Ya.,et al.
, p. 618 - 621 (2007/10/02)
Starting from the readily available enantiomerically enriched (S)-(+)-3,7-dimethylocta-1,6-diene (ee ca. 50percent), we have synthesized (4R)-4-methylnonan-1-ol - the sex pheromone of the yellow mealworm bettle Tenebrio molitor L.A scheme for synthesizing the racemic analogue of the pheromone from 4-methyltetrahydropyran has been developed.
THE RACEMIC FORM AND THE TWO ENANTIOMERS OF 4-METHYL-1-NONANOL, A SEX ATTRACTANT OF THE YELLOW MEALWORM, Tenebrio molitor L.
Carpita, Adriano,Magistris, Elisabetta De,Rossi, Renzo
, p. 99 - 106 (2007/10/02)
The racemic form of 4-methyl-1-nonanol, (R)(S)-1, a sex attractant secreted by the female of the yellow mealworm, has been synthesized in 31 percent overall yield from commercially available methyl 2-octynoate, 2.Almost enantiomerically pure (R)- and (S)-1 have been stereospecifically synthesized in 21.3 and 23.9 percent overall yields, respectively, starting from methyl hydrogen (R)-3-methylglutarate, (R)-3.A precursor for (S)-1, i.e. (S)-3-methyloctanoic acid, (S)-4, has been also prepared in 84 percent yield and over 96 percent enantiomeric purity by the BF3-mediated 1,4-addition of n-pentylcopper to (-)-8-phenylmenthyl crotonate, 15, followed by saponification.The enantiomeric purities of methyl (R)-3-methyloctanoate, (R)-7, and (S)-3-methyl-1-octanol, (S)-8, have been determined by converting these compounds into (R)- and (S)-3-methyloctanoic acid, (R)-4 and (S)-4, respectively, followed by GLC analysis of the corresponding 1-(1-naphthyl)ethylamides obtained from nearly optically pure (R)-1-(1-naphthyl)ethylamine.
