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Iridium‐Catalyzed Asymmetric Isomerization of Primary Allylic Alcohols Using MaxPHOX Ligands: Experimental and Theoretical Study
Author(s) -
Cabré Albert,
Garçon Martí,
Gallen Albert,
Grisoni Lorenzo,
Grabulosa Arnald,
Verdaguer Xavier,
Riera Antoni
Publication year - 2020
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.202000442
Subject(s) - isomerization , stereocenter , allylic rearrangement , iridium , catalysis , chemistry , reactivity (psychology) , primary (astronomy) , combinatorial chemistry , enantioselective synthesis , organic chemistry , medicine , physics , alternative medicine , pathology , astronomy
The asymmetric isomerization of primary allylic alcohols to chiral aldehydes using iridium‐catalysts bearing P,N ‐MaxPHOX ligands has been studied. These catalysts can be fine‐tuned as they present three different stereogenic centers to modulate both the reactivity and enantioselectivity of a family of different substrates. The experimental part is supported by a DFT study of the reaction mechanism, which provides new insights into the key steps of this transformation.