105499-10-3Relevant articles and documents
DDQ-Promoted Benzylic/Allylic sp3 C-H Activation for the Stereoselective Intramolecular C-N Bond Formation: Applications to the Total Synthesis of (-)-Codonopsinine, (+)-5-epi-Codonopsinine, (+)-Radicamine B, and (-)-Codonopsinol
Lingamurthy, Macha,Jagadeesh, Yerri,Ramakrishna, Katakam,Rao, Batchu Venkateswara
, p. 1367 - 1377 (2016)
This is the first report on an intramolecular C-N bond formation of an amide-tethered benzylic/allylic system using DDQ under neutral conditions which has been successfully applied to the total synthesis of naturally occurring pyrolidine alkaloids. The key steps for the synthesis of corresponding precursors involve Julia-Kociensky olefination/cross-metathesis and dihydroxylation reactions, and this methodology is also extended to the ω-unsaturated N-sulfanilamide to furnish piperidines.
STEREOCHEMISTRY OF THIAZOLIDINE RING FORMATION FROM AMINALS AND CYSTEINE
Wyslouch, Aleksandra,Lisowski, Marek,Pedyczak, Artur,Siemion, Ignacy Z.
, p. 1401 - 1410 (1992)
Aminals derived from Z-S-Ala, Z-R-Ala and Pht-S-Ala were coupled with R- and S-cysteine to give thiazolidine analogues of dipeptides with the configuration of the newly formed stereogenic carbon depending on the alanine configuration. 1H-NMR and CD spectr
Synthesis of chiral branched allylamines through dual photoredox/nickel catalysis
Garbacz, Mateusz,Stecko, Sebastian
supporting information, p. 8578 - 8585 (2021/10/20)
Allylamines are versatile building blocks in the synthesis of various naturally occurring products and pharmaceuticals. In contrast to terminal allylamines, the methods of synthesis of their branched congeners with internal, stereodefined double bonds are less explored. This work describes a new approach for the preparation of allylaminesviacross-coupling of alkyl bromides with simple 3-bromoallylamines by merging the photoredox approach and Ni catalysis. The reaction proceeds under mild conditions, under blue light irradiation, and in the presence of an organic dye, 4CzIPN, as a photocatalyst. The scope of suitable reaction partners is broad, including alkyl bromides bearing reactive functionalities (e.g., esters, nitriles, aldehydes, ketones, epoxides) andN-protected allylamines, as well asN-allylated secondary and tertiary amines and heterocycles. The employment of non-racemic starting materials allows for rapid and easy construction of complex multifunctional allylamine derivatives without the loss of enantiomeric purity.
DIHYDROOROTATE DEHYDROGENASE INHIBITORS
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Page/Page column 98, (2020/08/22)
Disclosed are compounds, compositions and methods for treating diseases, disorders, or medical conditions that are affected by the modulation of DHODH. Embodiments of such compounds are represented by Formula (I) as follows: 5 wherein R1, R2, R3, R4, R5a, R5b, X and Y, are defined herein.
