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Yttrium–Benzyl Complexes Bearing Chiral Iminophosphonamide Ligands: Synthesis and Application in Catalytic Asymmetric Amine‐Silane Dehydrocoupling Reactions
Author(s) -
Li Nan,
Guan BingTao
Publication year - 2017
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.201700327
Subject(s) - chemistry , silanes , kinetic resolution , catalysis , silane , selectivity , yttrium , amine gas treating , diamine , organic chemistry , reactivity (psychology) , enantioselective synthesis , combinatorial chemistry , polymer chemistry , medicine , oxide , alternative medicine , pathology
A series of novel iminophosphonamide ligands with chiral diamine moieties were designed and synthesized. Yttrium–benzyl compounds bearing these chiral iminophosphonamide ligands showed high reactivity and selectivity on the first catalytic asymmetric cross‐dehydrogenative coupling of amines with prochiral silanes under mild conditions. A stable silylamine–boron derivative was synthesized in up to 23% ee , as determined by chiral HPLC analysis. By employing this catalyst system, catalytic kinetic resolution of an axially chiral silane and further in situ allylation were achieved in good yields and enantioselectivities.