87118-43-2

Upstream product

• 16958-25-1 (R)-3-methylpentanoic acid 
• 87106-37-4 (R)-7,7-dimethoxy-4-methylheptanoic acid 
• 87158-18-7 methyl (R)-6,6-dimethoxy-3-methylhexanoate 
• 105485-71-0 ethyl 2-carbethoxy-4,8-dimethyldecanoate 
• 105485-68-5 ethyl 4,8-dimethyldecanoate 
• 105485-65-2 rhodinal 
• 28339-05-1 4,8-dimethyldecan-1-ol 
• 245118-38-1 (2R/S,6S)-(+)-2,6-dimethyl-1-octanol 
• 105500-65-0 1-bromo-2,6-dimethyloctane 
• 105485-66-3 2,6-dimethyl-1-octene 
• 67-56-1 methanol 
• 75983-36-7 4(RS),8(S)-dimethyldecanal 
• 132723-88-7 (R)-6,6-dimethoxy-3-methylhexyl tosylate 
• 132723-90-1 (R)-(+)-6,6-dimethoxy-3-methylhexyl phenyl sulfone 

Relevant academic research and scientific papers

Pheromone Synthesis, CXXX. Synthesis of (4S,8S)- and (4S,8R)-4,8-Dimethyldecanal, the Stereoisomers of the Aggregation Pheromone of Tribolium castaneum

(4S,8S)- and (4S,8R)-4,8-Dimethyldecanal (1) were synthesized by starting from (R)-citronellic acid (2a), methyl (S)-3-hydroxyy-2-methylpropanoate (3a), and (S)-2-methyl-1-butanol (4a).

DIASTEREOTOPIC GROUP SELECTIVITY AT A PROSTEREOGENIC CARBON CENTER: SYNTHESIS OF (+/-)-SYN-4,8-DIMETHYLDECANAL

A group selective dealkylation reaction of a bridged ketal with trimethylsilyl iodide serves to control stereochemistry at carbon centers that are separated by five atoms.In combination with the iron/copper promoted fragmentation reaction of a hydroperoxi

Synthesis of 4(RS),8(S)-Dimethyldecanal: An Aggrigation Pheromone of Red Flour Beetles

A simple and straight forward synthesis of the pheromone 4(RS),8(S)-dimethyldecanal (IX) has been described starting from 7-hydroxycitronellal (I).

SYNTHESIS OF ALL OF THE FOUR POSSIBLE STEREOISOMERS OF 4,8-DIMETHYLDECANAL, THE AGGREGATION PHEROMONE OF THE FLOUR BEETLES

The four stereoisomers of 4,8-dimethyldecanal were synthesized employing organometallic or electrolytic coupling reactions as the key step.The response of the red flour beetle, Tribolium castaneum, to the (4R,8R)-isomer was identical with that to the natural pheromone, while other isomers induced only very weak or no responses.The (4R,8R)-isomer is therefore the natural pheromone.