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A novel chiral aliphatic–aromatic diamine promoted direct, highly enantio‐ and diastereoselective Michael addition of cyclohexanone to nitroolefins under solvent‐free conditions
Author(s) -
Miao Shifeng,
Bai Jinjin,
Yang Jin,
Zhang Yawen
Publication year - 2010
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20847
Subject(s) - cyclohexanone , chemistry , diamine , adduct , michael reaction , solvent , chirality (physics) , organic chemistry , catalysis , polymer chemistry , quantum mechanics , chiral symmetry breaking , physics , nambu–jona lasinio model , quark
A series of new highly efficient chiral aliphatic–aromatic diamine catalysts have been designed and successfully applied to the asymmetric Michael addition of cyclohexanone with nitroolefins under solvent‐free conditions without any acidic additives. The desired adducts were obtained in high yields with excellent enantio‐ and diastereoselectivities of syn products (up to >99% ee, >99:1 dr). Chirality 2010. © 2010 Wiley‐Liss, Inc