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A Cyclization–Rearrangement Cascade for the Synthesis of Structurally Complex Chiral Gold(I)–Aminocarbene Complexes
Author(s) -
Kolundžić Filip,
Murali Annamalai,
PérezGalán Patricia,
Bauer Jonathan O.,
Strohmann Carsten,
Kumar Kamal,
Waldmann Herbert
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201403651
Subject(s) - carbene , chemistry , enyne , alkyl , combinatorial chemistry , stereochemistry , cascade , sequence (biology) , cope rearrangement , catalysis , organic chemistry , biochemistry , chromatography
A facile synthesis of chiral cyclic alkyl aminocarbene–gold(I) complexes from gold‐free 1,7‐enyne substrates was developed. The novel cyclization–rearrangement reaction sequence is triggered by the addition of (Me 2 S)AuCl to different 1,7‐enynes and leads to structurally unique carbene–gold(I) complexes in high yields. These novel complexes are catalytically active and inhibit the proliferation of different human cancer cell lines.