85880-36-0Relevant academic research and scientific papers
OZONOLYSIS OF ALKENES AND REACTIONS OF POLYFUNCTIONAL COMPOUNDS. XLVI. SYNTHESIS OF (4S,8S)-4,8-DIMETHYLDECANAL AND ITS DIMETHYL ACETAL
Odinokov, V. N.,Akhmetova, V. R.,Khasanov, Kh. D.,Abduvakhabov, A. A.,Sul'tanmuratova, V. R.,Tolsikov, G. A.
, p. 915 - 918 (2007/10/02)
From accessible chiral structural blocks, namely, (R)-methyl-citronellate and (S)-2-methyl-1-butanol, (6S,10S)-2,6,10-trimethyl-2-dodecene was synthesized.The ozonolysis of this gave (4S,8S)-4,8-dimethyldecanal, one of the stereoisomers of the aggregation pheromone of the meal worms Tribolium confusium and T. castaneum, and its dimethyl acetal.
A NEW SYNTHESIS OF (4R,8R)-4,8-DIMETHYLDECANAL - THE PHEROMONE OF THE MEAL WORMS Tribolium confusum AND Tribolium castaneum
Hao, Nguyen Kong,Cheskis, B. A.,Mavrov, M. V.,Moiseenkov, A. M.,Serebryakov, E. P.
, p. 449 - 453 (2007/10/02)
A method of synthesis was developed for (4R,8R)-4,8-dimethyldecanal - the aggregation pheromone of the meal worms Tribolium confusum and T. castaneum.It contains altogether 12 stages and uses (R)-(+)-5-acetoxy-4-ethylpentanoic acid and (S)-(+)-3,7-dimethyl-1,6-octadiene as the initial chiral compounds.The overall yield of the pheromone amounted to 27percent on the initial acid or 15percent on the initial diene.The optical purity of the chiral centers C-4 and C-8 in the molecule of the pheromone was estimated as ca. 55 and ca. 97percent respectively.
Synthesis of 4(RS),8(S)-Dimethyldecanal: An Aggrigation Pheromone of Red Flour Beetles
Randad, R. S.,Kulkarni, G. H.
, p. 296 - 298 (2007/10/02)
A simple and straight forward synthesis of the pheromone 4(RS),8(S)-dimethyldecanal (IX) has been described starting from 7-hydroxycitronellal (I).
