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Isosteviol‐amino Acid Conjugates as Highly Efficient Organocatalysts for the Asymmetric One‐pot Three‐component Mannich Reactions
Author(s) -
An Yajie,
Qin Qian,
Wang Chuanchuan,
Tao Jingchao
Publication year - 2011
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201180272
Subject(s) - chemistry , mannich reaction , conjugate , catalysis , component (thermodynamics) , amino acid , organic chemistry , combinatorial chemistry , organocatalysis , molecule , enantioselective synthesis , biochemistry , physics , mathematical analysis , mathematics , thermodynamics
Isosteviol‐amino acid conjugates were synthesized and used as chiral catalysts for the asymmetric three‐component Mannich reaction with hydroxyacetone as donor molecule. Good yields (up to 98%) and excellent stereoselectivities (up to 97:3 dr and 99% ee ) were achieved in a short reaction time. In addition, s yn ‐ or anti ‐configurations of α ‐hydroxy‐ β ‐amino carbonyl compounds were obtained as main products with different chiral catalysts.