109012-81-9Relevant articles and documents
Solvent-Free Enantioselective Michael Reactions Catalyzed by a Calixarene-Based Primary Amine Thiourea
De Simone, Nicola Alessandro,Meninno, Sara,Talotta, Carmen,Gaeta, Carmine,Neri, Placido,Lattanzi, Alessandra
, p. 10318 - 10325 (2018)
An upper-rim functionalized calix[4]arene-based thiourea installed onto the (R,R)-1,2-cyclohexanediamine scaffold was synthesized with a view to investigate its catalytic ability in enantioselective Michael additions. The reactions were found to conveniently proceed under solvent-free conditions, observing good to high enantioselectivities. From this preliminary study, the calix[4]arene unit is likely to play a role in affecting the conversion and to a lesser extent to the stereochemical outcome of the reactions through van der Waals contacts and C-H···π interactions with the substrates.
Asymmetric organocatalytic conjugate addition of malonates to enones using a proline tetrazole catalyst
Knudsen, Kristian Rahbek,Mitchell, Claire E. T.,Ley, Steven V.
, p. 66 - 68 (2006)
5-Pyrrolidin-2-yltetrazole performs as a useful organocatalyst for the asymmetric addition of malonates to a range of enones, with good to excellent enantioselectivities. The Royal Society of Chemistry 2006.
Enantioselective synthesis of 2,4,5-trisubstituted tetrahydropyrans via peptide-catalyzed michael addition followed by Kishi's reductive cyclization
Ueda, Atsushi,Higuchi, Mei,Umeno, Tomohiro,Tanaka, Masakazu
, p. 989 - 1002 (2019/08/01)
An enantioselective synthesis of 2,4,5-trisubstituted tetrahydropyrans has been achieved in four steps from α,β-unsaturated ketones and dimethyl malonate by peptide-catalyzed asymmetric Michael addition and diastereoselective construction of tetrahydropyr
A kind of T-leucine derivative of the chiral amine compound and its preparation method and application
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Paragraph 0086; 0087; 0094; 0095, (2017/01/26)
The invention discloses a tertiary leucine derived chiral amine compound as well as a preparation method and application thereof. The chiral amine compound contains a tert-butyl group, a primary amine, a secondary amine or a tertiary amine functional group and has the structural formula as shown in the specification; and chiral amine and salts thereof are prepared through simple preparation steps by taking common tert-leucine as the raw material to form the chiral amine compound. The chiral amine and the salts thereof can be used for the asymmetrical Michael additive reaction between alpha, beta-unsaturated ketone and a nucleophilic reagent such as nitrocarbol, malonic ester, substituted oxazolone and the like and the asymmetrical cascade reaction between the alpha, beta-unsaturated ketone and fifth-position unsaturated rhodanine, between fifth-position unsaturated hydantoin and the alpha, beta-unsaturated ketone; and the tertiary leucine derived chiral amine compound has very high catalytic activity and stereoselectivity as well as the highest diastereoselectivity of 30/1 and the highest enantioselectivity of 99%, and is wide in oligomer range.