38514-02-2Relevant articles and documents
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.
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.
