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Enantioselective Iridium‐Catalyzed Allylic Arylation
Author(s) -
Polet Damien,
Rathgeb Xavier,
Falciola Caroline A.,
Langlois JeanBaptiste,
El Hajjaji Samir,
Alexakis Alexandre
Publication year - 2009
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.200801879
Subject(s) - enantioselective synthesis , iridium , allylic rearrangement , nucleophile , catalysis , combinatorial chemistry , reagent , halogen , substitution reaction , grignard reagent , chemistry , organic chemistry , alkyl
We describe herein the development of the first iridium‐catalyzed allylic substitution using arylzinc nucleophiles. High enantioselectivities were obtained from the reactions, which used commercially available Grignard reagents as the starting materials. This methodology was also shown to be compatible with halogen/metal exchange reactions. Its synthetic potential is demonstrated by its application towards the formal synthesis of (+)‐sertraline.