- Synthesis of N,N′-Dialkylated Cyclohexane-1,2-diamines and Their Application as Asymmetric Ligands and Organocatalysts for the Synthesis of Alcohols
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A series of N,N′-dialkylated derivatives of (1R,2R)-cyclohexane-1,2-diamine were synthesized, and a new approach to the one-pot preparation of this type of amine was demonstrated. The prepared diamines were used as organocatalysts for the two-step synthesis of α-hydroxy γ-keto esters from arenes, chlorooxoacetates, and ketones; they were also used as chiral ligands for Meervein-Ponndorf-Verley reductions and Henry reactions.
- Tsygankov, Alexey A.,Chun, Man-Seog,Samoylova, Alexandra D.,Kwon, Seongyeon,Kreschenova, Yuliya M.,Kim, Suhyeon,Shin, Euijin,Oh, Jinho,Strelkova, Tatyana V.,Kolesov, Valerii S.,Zubkov, Fedor I.,Semenov, Sergei E.,Fedyanin, Ivan V.,Chusov, Denis
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- Asymmetric Henry reaction catalyzed by chiral secondary diamine-copper(II) complexes
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The enantioselective Henry reaction was efficiently carried out under mild reaction conditions in 96% ethanol. The chiral C2-symmetric, secondary bisamines based on the 1,2-diaminocyclohexane framework and copper(II) acetate were found to promo
- Kowalczyk, Rafal,Sidorowicz, Lukasz,Skarzewski, Jacek
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experimental part
p. 2310 - 2315
(2009/04/11)
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