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Iridium‐Catalyzed Enantioselective Allylic Alkylation using Chiral Phosphoramidite Ligand Bearing an Amide Moiety
Author(s) -
Onodera Gen,
Watabe Keijiro,
Matsubara Masaki,
Oda Kazuhiro,
Kezuka Satoko,
Takeuchi Ryo
Publication year - 2008
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200800333
Subject(s) - chemistry , moiety , phosphoramidite , enantioselective synthesis , amide , tsuji–trost reaction , alkylation , lithium amide , iridium , ligand (biochemistry) , allylic rearrangement , catalysis , chiral ligand , organic chemistry , medicinal chemistry , combinatorial chemistry , dna , biochemistry , receptor , oligonucleotide
New chiral phosphoramidites with an amide moiety were used for iridium‐catalyzed asymmetric allylic alkylation reactions. The best results were obtained with a ligand bearing an oxazolidinone moiety. The reaction of cinnamyl acetate with diethyl sodiomalonate without the use of lithium chloride gave the branched product with 94% ee .