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Gold‐Catalyzed Multiple Cascade Reaction of 2‐Alkynylphenylazides with Propargyl Alcohols
Author(s) -
Li Nan,
Wang TianYi,
Gong LiuZhu,
Zhang Liming
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201406456
Subject(s) - stereocenter , cascade reaction , propargyl , cascade , catalysis , tandem , combinatorial chemistry , chirality (physics) , reaction conditions , chemistry , nanotechnology , organic chemistry , materials science , enantioselective synthesis , physics , chiral symmetry breaking , chromatography , quantum mechanics , quark , nambu–jona lasinio model , composite material
An unprecedented gold‐catalyzed multiple cascade reaction between 2‐alkynyl arylazides and alkynols has been developed, allowing for the step‐economical synthesis of pyrroloindolone derivatives with a wide range of structural diversity. In this reaction, the gold complex participates in triple catalysis in tandem fashion. Moreover, the efficient chirality transfer from optically pure alkynol substrates enables facile access to chiral pyrroloindolone derivatives with two stereogenic centers, including a quaternary one, with excellent levels of optical purity.