Iridium‐Catalyzed Asymmetric Allylic Substitutions—Very High Regioselectivity and Air Stability with a Catalyst Derived from Dibenzo[ a , e ]cyclooctatetraene and a Phosphoramidite | Zendy

Spiess Stephanie | Zendy; Welter Carolin | Zendy; Franck Géraldine | Zendy; Taquet JeanPhilippe | Zendy; Helmchen Günter | Zendy

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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.

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