844657-49-4Relevant academic research and scientific papers
Highly enantioselective Michael addition of 1,3-dicarbonyl compounds to nitroalkenes catalyzed by designer chiral BINOL-quinine-squaramide: Efficient access to optically active nitro-alkanes and their isoxazole derivatives
Liu, Bin,Han, Xin,Dong, Ze,Lv, Hao,Zhou, Hai-Bing,Dong, Chune
, p. 1276 - 1280 (2013/11/19)
A chiral BINOL-quinine-squaramide has been identified as the best catalyst for the asymmetric Michael addition of nitroalkenes to 1,3-dicarbonyl compounds. A series of chiral nitroalkanes were prepared with approximately >99% ee. Furthermore, the methodol
C3-symmetrical cinchonine-squaramide as new highly efficient, and recyclable organocatalyst for enantioselective michael addition
Min, Chang,Han, Xin,Liao, Zongquan,Wu, Xiangfei,Zhou, Hai-Bing,Dong, Chune
supporting information; experimental part, p. 2715 - 2720 (2011/12/02)
A novel and recyclable catalyst, a C3-symmetrical cinchonine-squaramide, has been developed for the asymmetric Michael addition of 1,3-dicarbonyl compounds to nitroalkenes. When using only 1 mol% of catalyst 1a for the reaction, high reaction y
ASYMMETRIC MICHAEL AND ALDOL ADDITION USING BIFUNCTIONAL CINCHONA-ALKALOID-BASED CATALYSTS
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Page/Page column 70; 99-100; 102-103; 7/25; 10/25, (2008/06/13)
One aspect of the present invention relates to quinine-based and quinidine-based catalysts. Another aspect of the invention relates to a method of preparing a derivatized quinine-based or quinidine-based catalyst comprising 1) reacting quinine or quinidine with 5 base and a compound that has a suitable leaving group, and 2) converting the ring methoxy group to a hydroxy group. Another aspect of the present invention relates to a method of preparing a chiral, non-racemic compound from a prochiral electron-deficient alkene or azo compound or prochiral aldehyde or prochiral ketone, comprising the step of: reacting a prochiral electron-deficient alkene or azo compound or prochiral aldehyde or prochiral 10 ketone with a nucleophile in the presence of a catalyst; thereby producing a chiral, non racemic compound; wherein said catalyst is a derivatized quinine or quinidine. Another aspect of the present invention relates to a method of kinetic resolution, comprising the step of reacting racemic chiral alkene with a nucleophile in the presence of a derivatized quinine or quinidine.
