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Iridium‐Catalyzed Asymmetric Allylic Substitutions—Very High Regioselectivity and Air Stability with a Catalyst Derived from Dibenzo[ a , e ]cyclooctatetraene and a Phosphoramidite
Author(s) -
Spiess Stephanie,
Welter Carolin,
Franck Géraldine,
Taquet JeanPhilippe,
Helmchen Günter
Publication year - 2008
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.200802480
Subject(s) - phosphoramidite , iridium , regioselectivity , catalysis , allylic rearrangement , chemistry , cyclooctatetraene , combinatorial chemistry , organic chemistry , molecule , dna , biochemistry , oligonucleotide
A final tweak : A new phosphoramidite iridium catalyst (see scheme) allows allylic substitutions to be run with a higher degree of regioselectivity than with other iridium catalysts and under aerobic conditions. Mechanistic aspects, in particular, the reversibility of the catalyst formation by CH activation, are also presented. ${\rm\widehat {{\rm LL}}}$ =dibenzocyclooctatetraene.