60365-41-5Relevant academic research and scientific papers
Total synthesis of (±)-aspidofractinine and (±)-aspidospermidine
Wenkert,Liu
, p. 7677 - 7682 (1994)
Functional group manipulations on a previously constructed, easily accessible deethylaspidospermidine derivative have transformed the latter in few steps into a ring E diene, whose Diels-Alder reaction with phenyl vinyl sulfone and subsequent reductions h
CYCLIZATION OF OXINDOLIC METHYLKETONES WITH ACID : A RAPID SYNTHESIS OF (+/-)-ASPIDOFRACTININE
Cartier, Dominique,Ouahrani, Mohamed,Levy, Jean
, p. 1951 - 1954 (1989)
The oxindolic methylketone 7 was cyclized in one step to the hexacyclic ketolactam 9 with acid. (+/-)-Aspidofractinine 23 was prepared by sequential reduction of 9.The model oxindolic methylketone 11, when reacted with acid, gave compounds 12 and 17a.b.
Collective Total Synthesis of Aspidofractinine Alkaloids through the Development of a Bischler–Napieralski/Semipinacol Rearrangement Reaction
Guo, Xiang,Ke, Tian,Si, Rui-Qi,Tu, Yong-Qiang,Wang, Shuang-Hu,Zhang, Fu-Min,Zhang, Xiao-Ming,Zhuang, Qing-Bo
, p. 21954 - 21958 (2020)
A tandem Bischler–Napieralski/semipinacol rearrangement reaction has been developed for the purpose of assembling a bis(spirocyclic) indole framework, a privileged structural unit of aspidofractinine-type monoterpenoid indole alkaloids, and was used in combination with a subsequent Mannich reaction to expeditiously construct the central bridged bicyclo[2.2.1]heptane ring system of these molecules with contiguous quaternary centers. The development of this novel strategy culminated in the collective total synthesis of four aspidofractinine alkaloids.
APPLICATION OF THE NEW ACYLATING AGENTS TO THE SYNTHESIS OF INDOLE ALKALOIDS. A TOTAL SYNTHESIS OF (+/-)-ASPIDOFRACTININE
Kinoshita, Hitoshi,Ohnuma, Takeshi,Oishi, Takeshi,Ban, Yoshio
, p. 927 - 930 (2007/10/02)
The new acylating agents were proved to be useful for introduction of an acetyl group into the α-position of the carbonyl group by means of two-carbon Michael acceptors, which was successfully applied to
