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Dearomative Indole [5+2] Cycloaddition Reactions: Stereoselective Synthesis of Highly Functionalized Cyclohepta[ b ]indoles
Author(s) -
Mei Guangjian,
Yuan Hao,
Gu Yueqing,
Chen Wei,
Chung Lung Wa,
Li Chuangchuang
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201406278
Subject(s) - indole test , cycloaddition , stereoselectivity , chemistry , selectivity , ylide , combinatorial chemistry , reaction conditions , functional group , stereochemistry , medicinal chemistry , organic chemistry , catalysis , polymer
The first dearomative indole [5+2] cycloaddition reaction with an oxidopyrylium ylide resulted in efficient and diastereoselective construction of some highly functionalized and synthetically challenging oxacyclohepta[b]indoles. The protocol proceeds under very mild reaction conditions, thus enabling high functional‐group tolerance and unique endo selectivity.