204327-17-3Relevant articles and documents
Application of polyamines and amino acid derivatives based on 2-azabicycloalkane backbone in enantioselective aldol reaction
Iwan, Dominika,Kamińska, Karolina,Wojaczyńska, El?bieta
, (2021/09/04)
Carbon–carbon bond forming reactions, such as aldol reaction and condensation, belong to extremely desired transformations as manifested by >25,000 entries in SciFinder. Their stereoselective variant requires the use of an appropriate catalyst with a stri
KRAS G12C INHIBITORS
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Paragraph 0372, (2020/07/25)
The present invention relates to compounds that inhibit KRas G12C. In particular, the present invention relates to compounds that irreversibly inhibit the activity of KRas G12C, pharmaceutical compositions comprising the compounds and methods of use therefor.
Chelating 2-azanorbornyl derivatives as effective nitrogen-nitrogen and nitrogen-chalcogen donating ligands in palladium-catalyzed asymmetric allylic alkylation
Wojaczynska, Elzbieta,Skarzewski, Jacek
experimental part, p. 2252 - 2257 (2009/04/04)
New chiral 2-azanorbornane derivatives were prepared and used as (N,S)-, (N,Se)-, and (N,N)-donating ligands in a palladium-catalyzed asymmetric allylic alkylation, giving up to 95% ee and 92% yield.
AZABICYCLO COMPOUND, MATRIX METALLOPROTEASE INHIBITOR, AND SKIN PREPARATION
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Page 13-14, (2008/06/13)
An azabicyclo compound (I) or a salt thereof in accordance with the present invention has an excellent inhibiting action on matrix metalloproteases (MMPs) activity, and is useful for pharmaceutical, cosmetic and skin external compositions. wherein R is H,
New expedient route to both enantiomers of nonproteinogenic α-amino acid derivatives from the unsaturated 2-aza-bicyclo moiety
Alonso, Diego A.,Bertilsson, Sophie K.,Johnsson, Sandra Y.,Nordin, Sofia J. M.,Soedergren, Mikael J.,Andersson, Pher G.
, p. 2276 - 2280 (2007/10/03)
The influence of the reaction conditions on the catalytic hydrogenation of 2-aza-bicyclo hept-5-ene and oct-5-ene derivatives has been investigated. We found it possible to fully control the extent of allylic vs benzylic C-N hydrogenolysis by simple variations of H2 pressure and acidity of the reaction medium. The use of the reaction pathways was demonstrated by the selective preparation of four categories of optically active α-amino acid derivatives. The strategy was also extended to the synthesis of enantiopure α-amino ketones.
Enantioselective Addition of Dialkylzinc Reagents to N-(Diphenylphosphinoyl) Imines Promoted by 2-Azanorbornylmethanols
Guijarro, David,Pinho, Pedro,Andersson, Pher G.
, p. 2530 - 2535 (2007/10/03)
A set of new β-amino alcohols 2, with the 2-azanorbornyl framework, has been prepared and evaluated as promoters for the enantioselective addition of dialkylzinc reagents to N-(diphenylphosphinoyl) imines 1. By variation of the substitution pattern in the ligand, ee's up to 92% could be obtained. Although a stoichiometric amount of the ligand was used, about 90% of it could be recovered during the workup. Amino alcohol 2b, that gave the best enantioselectivities in the stoichiometric reaction, was also applied in a catalytic process, and ee's up to 85% were achieved using 0.25 equiv of the ligand, which is the highest ee obtained so far using that catalytic amount of the ligand. Addition products 3 could be converted into the free amines 4 without racemization by acidic hydrolysis. The utility of ligands 2 as catalysts in the addition of diethylzinc to benzaldehyde has also been investigated, and ee's up to 75% were achieved.
