‘Ene’-type reaction of the Pummerer rearrangement product derived from 4-chlorophenyl methyl sulfoxide. Synthesis of some insect sex pheromones was written by Ishibashi, Hiroyuki;Komatsu, Hajime;Ikeda, Masazumi. And the article was included in Journal of Chemical Research, Synopses in 1987.Application In Synthesis of (E)-Dodeca-9,11-dien-1-yl acetate The following contents are mentioned in the article:
4-ClC6H4SCH2O2CCF3, obtained by treating 4-ClC6H4SOMe with (CF3CO)2O, underwent ene reactions with RCH2CH:CH2 [R = Et, Bu, pentyl, heptyl, (CH2)7CO2Me] to give 4-ClC6H4SCH2CH2CH:CHR (I) in E–Z ratios of 85:15. Oxidation and thermolysis of I gave CH2:CHCH:CHR. I [R = (CH2)7CO2Me] was converted to CH2:CHCH:CH(CH2)8OAc, the pheromone of the red bollworm moth, and to bombykol. I (R = Et) was converted to Et(CH:CH)2(CH2)8OAc, an isomer of the tobacco cutworm pheromone. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Application In Synthesis of (E)-Dodeca-9,11-dien-1-yl acetate).
(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Application In Synthesis of (E)-Dodeca-9,11-dien-1-yl acetate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics