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Asymmetric Conjugate Addition of Nitromethane to Enones Catalyzed by Chiral N , N′ ‐Dioxide–Scandium(III) Complexes
Author(s) -
Wang Liwei,
Zhang Qi,
Zhou Xin,
Liu Xiaohua,
Lin Lili,
Qin Bo,
Feng Xiaoming
Publication year - 2010
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.201000688
Subject(s) - nitromethane , scandium , conjugate , catalysis , chemistry , chalcone , medicinal chemistry , combinatorial chemistry , organic chemistry , mathematics , mathematical analysis
Chalk it up as a “Sc”andal : The asymmetric conjugate addition of chalcone and “cinnamone” derivatives to nitromethane has been realized by using a simple and efficient scandium(III)– N,N′ ‐dioxide complex as the catalyst (see scheme). In the presence of 2–5 mol % catalyst loading, the corresponding products were formed in excellent yields (up to 99 %) and enantioselectivities (up to>99 % ee ).
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