16625-20-0Relevant articles and documents
Bioinspired Total Synthesis of the Dimeric Indole Alkaloid (+)-Haplophytine by Direct Coupling and Late-Stage Oxidative Rearrangement
Satoh, Hitoshi,Ojima, Ken-Ichi,Ueda, Hirofumi,Tokuyama, Hidetoshi
, p. 15157 - 15161 (2016/11/25)
A bioinspired convergent total synthesis of (+)-haplophytine, a dimeric indole alkaloid with diazabicyclo[3.3.1]nonane and hexacyclic aspidosperma segments, is described. This synthesis involves the direct coupling of the two segments in a AgNTf2-mediated Friedel–Crafts reaction and construction of the diazabicyclo[3.3.1]nonane skeleton through late-stage chemoselective aerobic oxidation of the 1,2-diaminoethene moiety and a sequential semipinacol-type rearrangement.
Total synthesis of (+)-haplophytine
Nicolaou, K. C.,Dalby, Stephen M.,Li, Shuoliang,Suzuki, Takahiro,Chen, David Y.-K.
supporting information; experimental part, p. 7616 - 7620 (2009/12/27)
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