Regional convergence in the reaction of heterosubstituted allylic carbanions via allylic aluminum and boron ate complexes was written by Yamamoto, Yoshinori;Yatagai, Hidetaka;Saito, Yoshikazu. And the article was included in Journal of Organic Chemistry in 1984.Electric Literature of C14H24O2 The following contents are mentioned in the article:
The regiochem. in reactions of heterosubstituted allylic carbanions (I) is highly controlled via allylic Al or B ate complexes which direct both carbonyl compounds and reactive halides to the α-position with high regioselectivity. For example, carbonyl compounds react with I [R = Me2CHO (II), MeOCH2O (III), Me2CHS (IV), PhSe, Me3Si] at the α-position via the ate complexes. Although the reactions of the ate complexes (V) with aldehydes generally produce a mixture of erythro and threo isomers, the Al ate complex of III gives the erythro isomer with very high stereoselectivity. This procedure is applied to the stereoselective synthesis of exo-brevicomin. With allylic halides, the II and IV substituted allylic carbanions again react at the α-position via the ate complexes. However, the coupling mode is entirely different; the α-α’ coupling product is obtained from II, while the α-γ’ coupling product is produced from IV. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Electric Literature of C14H24O2).
(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Electric Literature of C14H24O2
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics