119308-95-1Relevant articles and documents
Novel total syntheses of (±)-oxerine by intramolecular Heck reaction
Zhao, Jingrui,Yang, Xiaoxia,Jia, Xueshun,Luo, Shengjun,Zhai, Hongbin
, p. 9379 - 9382 (2003)
Both a three-step and a five-step syntheses of monoterpene alkaloid (±)-oxerine from alcohol 6 have been accomplished. In the second approach, the synthetic efficiency was enhanced by implementing a one-pot protocol (deprotonation/silylation/ alkylation/desilylation). The construction of the cyclopenta[c]pyridine framework was realized by an intramolecular Heck reaction, which should be adaptable for the synthesis of other related monoterpene pyridine alkaloids.
Pyridine radicals in synthesis: A formal total synthesis of (±)-oxerine
Jones, Keith,Fiumana, Andrea
, p. 8049 - 8052 (2007/10/03)
The cyclisation of pyridine radicals derived from 3-bromo-4-substituted pyridines carrying both alkene and alkyne groups in the 4-substituent to give is described. The cyclopentano[c]pyridine skeleton formed by cyclisation is found in many monoterpene alkaloids and a short synthesis of a late intermediate in the previous synthesis of (±)-oxerine is presented.