56875-67-3Relevant articles and documents
Identification and synthesis of new sex-specific components of olive fruit fly (Bactrocera oleae) female rectal gland, through original Negishi reactions on supported catalysts
Fusini, Graziano,Barsanti, Davide,Angelici, Gaetano,Casotti, Gianluca,Canale, Angelo,Benelli, Giovanni,Lucchi, Andrea,Carpita, Adriano
, p. 4381 - 4389 (2018/07/21)
In the present study, eleven new sex-specific components extracted from female rectal gland of olive fruit flies were synthesized and identified. The quantitative determination of those components by GC and GC/EI-MS, at different moments of the insect life span, highlighted the growing trend of their secretion. While for the synthesis of saturated esters, conventional transesterification methods could be adopted, for the synthesis of unsaturated components, a Negishi cross-coupling between organozinc halides and (Z)-1-bromo-1-alkenes was developed. To the extent of our knowledge, this reaction represents the first example of supported-catalyst promoted Negishi coupling, between an alkylzinc reagent and an alkenyl halide.
Preapration of 7,8,16-trihydroxy-hexadecanoic acid from aleuritic acid and a synthesis of E/Z-7-hexadecen-1,16-olides and hexalure
Tewari, Neera,Rohatgi, Amit,Bhushan, Kumar Hari,Subramanian, G. B. V.
, p. 851 - 855 (2007/10/03)
Both threo/erythro 7,8,16-trihydroxy-hexadecanoic acids have been preapred from threo/erythro 9,10,16-trihydroxy-hexadecanoic acids (aleuritic acid), by interchanging the positions of the terminal carboxyl and hydroxyl groups through steps of appropriate oxidation-reduction on the dithianes obtained from the 16-oxo-9,10-dihydroxy-hexadecanoic acids.Cyclization of the corresponding 9,10-olefin with dibutyl tin oxide furnish E/Z-7-hexadecen-1,16-olides.Preparation of the insect pheromone hexalure is also reported.