Z)-á-Bromovinylstannanes undergo the cross-coupling reaction with alkynyl iodides in the presence of Pd(PPh3)4 and CuI in THF at room temperature to afford stereoselectively (E)-1, 3- enynyl bromides in good yields.
Alkynylstannanes 1 react with Cp2Zr(H)Cl (Cp=?-C5H5) giving (Z)--stannylvinyl- zirconium complexes 2, which are trapped with NBS or iodine in THF at 0C to stereoselectively afford (Z)-a-bromovinylstannanes and (E)- a-...Alkynylstannanes 1 react with Cp2Zr(H)Cl (Cp=?-C5H5) giving (Z)--stannylvinyl- zirconium complexes 2, which are trapped with NBS or iodine in THF at 0C to stereoselectively afford (Z)-a-bromovinylstannanes and (E)- a-iodovinylstannanes 3, respectively.展开更多
The sweet potato weevil(Cylas formicarius(Fab.)(Coleoptera: Brentidae)) is a pest that feeds on sweet potato(Ipomoea batatas(L.) Lam.(Solanales: Convolvulaceae)), causing substantial economic losses annually. However,...The sweet potato weevil(Cylas formicarius(Fab.)(Coleoptera: Brentidae)) is a pest that feeds on sweet potato(Ipomoea batatas(L.) Lam.(Solanales: Convolvulaceae)), causing substantial economic losses annually. However, no safe and effective methods have been found to protect sweet potato from this pest. Herbivore-induced plant volatiles(HIPVs)promote various defensive bioactivities, but their formation and the defense mechanisms in sweet potato have not been investigated. To identify the defensive HIPVs in sweet potato, the release dynamics of volatiles was monitored.The biosynthetic pathways and regulatory factors of the candidate HIPVs were revealed via stable isotope tracing and analyses at the transcriptional and metabolic levels. Finally, the anti-insect activities and the defense mechanisms of the gaseous candidates were evaluated. The production of(Z)-3-hexenyl acetate(z3HAC) and allo-ocimene was induced by sweet potato weevil feeding, with a distinct circadian rhythm. Ipomoea batatas ocimene synthase(IbOS) is first reported here as a key gene in allo-ocimene synthesis. Insect-induced wounding promoted the production of the substrate,(Z)-3-hexenol, and upregulated the expression of IbOS, which resulted in higher contents of z3HAC and allo-ocimene,respectively. Gaseous z3HAC and allo-ocimene primed nearby plants to defend themselves against sweet potato weevils. These results provide important data regarding the formation, regulation, and signal transduction mechanisms of defensive volatiles in sweet potato, with potential implications for improving sweet potato weevil management strategies.展开更多
文摘Z)-á-Bromovinylstannanes undergo the cross-coupling reaction with alkynyl iodides in the presence of Pd(PPh3)4 and CuI in THF at room temperature to afford stereoselectively (E)-1, 3- enynyl bromides in good yields.
文摘Alkynylstannanes 1 react with Cp2Zr(H)Cl (Cp=?-C5H5) giving (Z)--stannylvinyl- zirconium complexes 2, which are trapped with NBS or iodine in THF at 0C to stereoselectively afford (Z)-a-bromovinylstannanes and (E)- a-iodovinylstannanes 3, respectively.
基金supported by the National Natural Science Foundation of China–Guangdong Natural Science Foundation Joint Project (U1701234)。
文摘The sweet potato weevil(Cylas formicarius(Fab.)(Coleoptera: Brentidae)) is a pest that feeds on sweet potato(Ipomoea batatas(L.) Lam.(Solanales: Convolvulaceae)), causing substantial economic losses annually. However, no safe and effective methods have been found to protect sweet potato from this pest. Herbivore-induced plant volatiles(HIPVs)promote various defensive bioactivities, but their formation and the defense mechanisms in sweet potato have not been investigated. To identify the defensive HIPVs in sweet potato, the release dynamics of volatiles was monitored.The biosynthetic pathways and regulatory factors of the candidate HIPVs were revealed via stable isotope tracing and analyses at the transcriptional and metabolic levels. Finally, the anti-insect activities and the defense mechanisms of the gaseous candidates were evaluated. The production of(Z)-3-hexenyl acetate(z3HAC) and allo-ocimene was induced by sweet potato weevil feeding, with a distinct circadian rhythm. Ipomoea batatas ocimene synthase(IbOS) is first reported here as a key gene in allo-ocimene synthesis. Insect-induced wounding promoted the production of the substrate,(Z)-3-hexenol, and upregulated the expression of IbOS, which resulted in higher contents of z3HAC and allo-ocimene,respectively. Gaseous z3HAC and allo-ocimene primed nearby plants to defend themselves against sweet potato weevils. These results provide important data regarding the formation, regulation, and signal transduction mechanisms of defensive volatiles in sweet potato, with potential implications for improving sweet potato weevil management strategies.
