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Gold Vinylidene Complexes: Intermolecular C(sp 3 )H Insertions and Cyclopropanations Pathways
Author(s) -
Hashmi A. Stephen K.,
Wieteck Marcel,
Braun Ingo,
Rudolph Matthias,
Rominger Frank
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201204015
Subject(s) - cyclopropanation , intermolecular force , synthon , cyclobutene , ring (chemistry) , chemistry , stereochemistry , cascade , medicinal chemistry , organic chemistry , molecule , catalysis , chromatography
Highly reactive gold vinylidene species are used for intermolecular C(sp 3 )H insertions into unactivated alkanes (see scheme). In addition, they can be regarded as synthons for alkylidene carbenes. Initiated by cyclopropanation of the vinylidene species/alkylidene carbenoide, cyclobutene derivatives are formed in a diastereoselective fashion by a ring‐enlargement cascade in only one step.