67579-84-4Relevant articles and documents
New bifunctional organocatalysts based on (R,R)-cyclohexane-1,2-diamine for the asymmetric addition of nucleophiles to aldehydes
Maleev,Gugkaeva,Tsaloev,Moskalenko,Khrustalev
, p. 51 - 58 (2013/01/15)
The amide and sulfamide derivatives of (1R,2R)-N,N-diethylcyclohexane-1,2- diamine can serve as organocatalysts for addition of Me3SiCN and Et2Zn to aldehydes.
Asymmetrie retro- and transfer-aldol reactions catalyzed by a simple chiral primary amine
Luo, Sanzhong,Zhou, Pengxin,Li, Jiuyuan,Cheng, Jin-Pei
supporting information; scheme or table, p. 4457 - 4461 (2010/07/15)
(Chemical Figure Presented) One stone four birds: A single chiral primary amine was found to catalyze unprecedented asymmetric retro-aldol and transfer-aldol reactions, leading to four different chiral aldol adducts from one common chiral source with up to 99:1 d.r. and 99% ee (see scheme).
Structural optimization of thiourea-based bifunctional organocatalysts for the highly enantioselective dynamic kinetic resolution of azlactones
Berkessel, Albrecht,Mukherjee, Santanu,Mueller, Thomas N.,Cleemann, Felix,Roland, Katrin,Brandenburg, Marc,Neudoerfl, Joerg-M.,Lex, Johann
, p. 4319 - 4330 (2008/09/18)
This article describes the synthesis of a library of structurally diverse bifunctional organocatalysts bearing both a quasi-Lewis acidic (thio)urea moiety and a Bronsted basic tertiary amine group. Sequential modification of the modular catalyst structure and subsequent screening of the compounds in the alcoholytic dynamic kinetic resolution (DKR) of azlactones revealed valuable structure-activity relationships. In particular, a "hit-structure" was identified which provides e.g. N-benzoyl-tert-leucine allyl ester in an excellent enantiomeric excess of 95%. The Royal Society of Chemistry 2006.