Alternative synthetic route to the cembrene skeleton was written by Takayanagi, Hisao;Uyehara, Tadao;Kato, Tadahiro. And the article was included in Journal of the Chemical Society, Chemical Communications in 1978.Quality Control of (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate The following contents are mentioned in the article:
The secocembrene I (R = CO2Me), prepared in 44% yield by coupling reaction of MeCR:CH(CH2)2CMe:CHCH2R1 (II; R = CO2Me, R1 = Cl) with II (R = Me, R1 = SO2Ph), on sequential dehydrochlorination, reduction, bromination, and ring closure with LiN(CHMe2)2, gave cembrene derivative III (R = SO2Ph). Reductive cleavage of III (R = SO2Ph) gave 69% (±)-neocembrene, III (R = H). This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5Quality Control of (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate).
(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Quality Control of (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics