24546-19-8Relevant articles and documents
Atrijuglans hetaohei Yang sex pheromone component
-
Paragraph 0026; 0052; 0053, (2017/04/06)
The invention discloses an atrijuglans hetaohei Yang sex pheromone component as well as extraction, identification and synthesis methods thereof. The atrijuglans hetaohei Yang sex pheromone component is synthetized through the following steps of: extracting female sexual glands during a sexual excitation period of atrijuglans hetaohei Yang through a field rearing condition; extracting sex pheromone substances form the female sexual glands, and identifying active ingredients of the sex pheromone substance; and then performing a catalytic coupling reaction. The atrijuglans hetaohei Yang sex pheromone component is anti-5-hexadecene acetate. The sex pheromone component is dissolved in an organic solvent to prepare an induced cell which is used for monitoring, predicating and forecasting the emergence period of the atrijuglans hetaohei Yang, so that scientific reference is provided for effectively preventing and treating atrijuglans hetaohei Yang in proper time.
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.
Vinylic Organoboranes. 4. A General, One-Pot Synthesis of 6- and 7-Alkyn-1-ols via Boracyclanes. Influence of Steric Effects in the Iodination of Lithium Alkynyl "Ate" Complexes of Dialkylborinates
Brown, Herbert C.,Basavaiah, D.,Bhat, N. G.
, p. 4518 - 4521 (2007/10/02)
The iodination of the "ate" complexes derived from various B-alkoxyborinane derivatives and 1-alkynyllithium has been investigated.The results indicate the ate complex from B-methoxyborinane is converted into desired 6-alkyn-1-ol in a yield of only 22percent, with much larger amounts, 65percent, of the undesired 1-iodo-1-alkyne.Increases in the steric bulk of the alkoxy group on boron increase the yield of the required 6-alkyn-1-ol with the best results realized with B-(triphenylmethoxy)borinane.Treatment of B-(triphenylmethoxy)borinane with 1-alkynyllithium affords the corresponding "ate" complex.Subsequent iodination induces the migration of one end of the cycloalkyl chain from boron to the adjacent carbon, resulting in the formation of the one-carbon homologated borepane moiety.This then undergoes a rapid deiodoboronation to afford the corresponding (6-alkyn-1-yl)boronate ester.Oxidation of these esters produces the desired 6-alkyn-1-ols in excellent yields (85percent).An attempt to extend this reaction to di-n-alkylborinates to prepare the corresponding unsymmetrical alkynes did not achieve satisfactory results.Alternatively, the iodination of the "ate" complex from B-methylborinane and 1-alkynyllithium, followed by oxidation, provides the required 6-alkyn-1-ols in high yields.This procedure has been successfully extended to the seven-membered borepane moiety to provide the corresponding 7-alkyn-1-ols.Extension of this reaction to the di-n-alkylmethylboranes provides the corresponding unsymmetrical alkynes in good yields.Thus, these procedures constitute a simple, general and one-pot synthesis of the desired alkyn-1-ols, valuable synthons in organic synthesis.Insect pheromones, (Z)-7-tetradecenaland (Z)-7-hexadecenal, were readily prepared in excellent yields by utilizing this convenient procedure.
