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Synthesis of Indole Terpenoid Mimics through a Functionality‐Tolerated Eu(fod) 3 ‐Catalyzed Conjugate Addition
Author(s) -
Xiong Xiaochun,
Zhang Deliang,
Li Jian,
Sun Yu,
Zhou Shupeng,
Yang Ming,
Shao Huawu,
Li Ang
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201403312
Subject(s) - indole test , conjugate , terpenoid , chemistry , natural product , catalysis , molecule , adduct , combinatorial chemistry , stereochemistry , organic chemistry , mathematics , mathematical analysis
The chemical synthesis of indole terpenoids of structural and biological interests has attracted remarkable attention. Here we report an Eu(fod) 3 ‐catalyzed indole conjugate addition reaction, which tolerates various acid‐sensitive functional groups. A collection of indole terpenoid mimics have been prepared from natural product‐derived α,β‐unsaturated enones on the basis of this reaction. The further conversion of the indole adducts into more complex natural product‐like molecules has also been demonstrated.