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Dual Gold Catalysis: Synthesis of Polycyclic Compounds via CH Insertion of Gold Vinylidenes
Author(s) -
Wieteck Marcel,
Tokimizu Yusuke,
Rudolph Matthias,
Rominger Frank,
Ohno Hiroaki,
Fujii Nobutaka,
Hashmi A. Stephen K.
Publication year - 2014
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.201404987
Subject(s) - conjugated system , alkyne , chemistry , catalysis , combinatorial chemistry , quaternary carbon , stereochemistry , organic chemistry , polymer , enantioselective synthesis
New and interesting polycyclic compounds have been synthesized from non‐conjugated diyne systems by dual gold catalysis. A quaternary carbon center in the backbone and the accompanying Thorpe–Ingold effect enabled the unprecedented insertion of sp 3 and sp 2 CH bonds that for the first time were incorporated within the backbone of the diyne system and allowed the construction of complex polycyclic carbon scaffolds inaccessible by previous approaches in which the CH bonds for the insertion were situated at the other end of the alkyne.