784193-75-5Relevant academic research and scientific papers
Synthesis of spiroacetal enol ethers by oxidative activation of furan derivatives
Robertson, Jeremy,Naud, Sebastien
body text, p. 5445 - 5448 (2009/06/18)
(Chemical Equation Presented) Activation of furan by electron transfer combines with the radical stabilizing effect of the alkynyl substituent (R = Ph, MeC=C-) to achieve site-selective cation formation. A tethered hydroxy group acts as a probe of this site-selectivity to produce the ring system present in spirocyclic natural products found in Artemisia and Chrysanthemum species. cis-Dihydroxylation proceeds with high anti-stereoselectivity with respect to the tetrahydropyranyl ring oxygen.
Synthesis and antifeeding activities of tonghaosu analogues
Chen, Li,Xu, Han-Hong,Yin, Biao-Lin,Xiao, Chun,Hu, Tai-Shan,Wu, Yu-Lin
, p. 6719 - 6723 (2007/10/03)
Tonghaosu (1), a lead for a botanical antifeedant, and its 22 analogues were synthesized according to a previously reported concise and straightforward procedure. The structures of all new compounds were confirmed by NMR, IR, MS, and HREIMS or elemental analysis. Their insect antifeedant activities against the large white butterfly (Pieris brassicae L.) were examined, and six analogues (Z- and E-6h and Z-isomers of 6i-I), which contain 1,3-diyn or 3,4-methylenedioxyphenyl acetylene group, showed considerable antifeedant activity. Interestingly, Z-isomers of 6i-k are much more active than their corresponding E-isomers.
