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A Highly Enantioselective Organocatalytic Method for Reduction of Aromatic N ‐Alkyl Ketimines
Author(s) -
Wang Chao,
Wu Xinjun,
Zhou Li,
Sun Jian
Publication year - 2008
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.200801479
Subject(s) - trichlorosilane , enantioselective synthesis , alkyl , chemistry , chirality (physics) , reduction (mathematics) , catalysis , organic chemistry , organocatalysis , combinatorial chemistry , mathematics , physics , chiral symmetry breaking , geometry , quantum mechanics , silicon , nambu–jona lasinio model , quark
A first highly enantioselective catalytic method has been developed for the reduction of aromatic N ‐alkyl ketimines by trichlorosilane under mild conditions using the newly designed Lewis base organocatalyst 3 that incorporates C ‐ and S ‐chirality (see scheme). Excellent enantioselectivities up to 99.6 % ee and high yields were obtained for a wide range of substrates.