The first enantioselective synthesis of β-d and β-l N,O-psiconucleosides is reported. The synthetic approach is based on the asymmetric 1,3-dipolar cycloaddition of the C-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-N-methyl nitrone with ethyl 2-acetyloxyacrylate followed by Vorbrüggen ...
Unnatural reactions: We report the synthesis of a large variety of N-substituted aspartic acids by addition of structurally diverse amines to fumaric acid; the reactions are catalyzed by a previously engineered variant of methylaspartate ammonia lyase. The additions are highly enantioselective and yield...
L. N. PRIDGENSynth. Chem. Dep.ChemInformMuralidharan K, Mokhallalati MK, Pridgen LN (1994) Enantioselective synthesis of α-amino acetals (aldehydes) via nucleophilic 1, 2-addition to chiral 1, 3-oxazolidines. Tetrahedron Lett 35:7489–7492...
First enantioselective synthesis of (R)-convolutamydine B and E with N-(heteroarenesulfonyl)prolinamides N.; Nakamura, S.; Shibata, N.; Toru, T., First enantioselective synthesis of (r)-convolutamydine B and E with N-(heteroarenesulfonyl)prolinamides... N Hara,S Nakamura,N Shibata,....
Asymmetric synthesis of mechanically planar chiral rotaxanes and topologically chiral catenanes has been a long-standing challenge in organic synthesis. Recently, an excellent strategy was developed based on diastereomeric synthesis of rotaxanes and cate
The Henry reaction promoted by chiral quaternary ammonium salt was also applied to the stereoselective synthesis of the 2-epi-amprenavir. As shown in Scheme 23, starting from the N-Boc-protected chiral aldehyde 126, the quaternary ammonium bromide 125 gave 127 in 9:1 diastereomer ratio. In ...
Amines are a class of compounds of essential importance in organic synthesis, pharmaceuticals and agrochemicals. Due to the importance of chirality in many practical applications of amines, enantioselective syntheses of amines are of high current interes
A concise enantioselective total synthesis of (2S,3'R,7'Z)-N-(3'-hydroxy-7'-tetradecenoyl)-homoserine lactone is described. Key feature of this protocol is a catalytic asymmetric hydrogenation and a prophe-nol-zinc-catalyzed diazo addition to imine reaction as genesis of chirality. Moreover,...
More efficient processes for the preparation of key chiral intermediates for use in the synthesis of antibiotic agents are needed to ensure the ready availability of the compounds. A process of the invention has not previously been described in the prior art. ...
A short 6﹕tep enantioselective synthesis of ()‐finerenone is reported featuring a partial transfer hydrogenation of a naphthyridine ring. The naphthyridine existed in two atropisomeric forms that reacted at different rates and selectivities; however, at elevated temperature kinetic dynamic resolution ...