Related Products of 38092-89-6, As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 38092-89-6, Name is 8-Chloroazatadine, SMILES is CN1CC/C(CC1)=C2C3=CC=C(Cl)C=C3CCC4=CC=CN=C42, belongs to piperidines compound. In a article, author is Pandey, Ganesh, introduce new discover of the category.
Iminium ion-enamine cascade reaction enables the asymmetric total syntheses of aspidosperma alkaloids vincadifformine and ervinceine
Asymmetric total synthesis of (+)-vincadifformine and (+)-ervinceine is reported by utilizing an iminium ion triggered cascade reaction using chiral 3,3-disubstituted piperidine imine and 2,3-disubstituted indole derivatives coupling partner. In the first generation total synthesis, the pivotal imine is prepared in excellent stereoselectivity but in moderate yield involving a Birch reduction-alkylation strategy. Furthermore, to improve upon the synthesis of the decisive imine, the more practical second generation route is devised through a Johnson-Claisen rearrangement to access chiral 3,3-disubstituted piperidinone in excellent yield and stereoselectivity. Apart from synthesizing (+)-vincadifformine, this strategy is also exploited for the first asymmetric total synthesis of (+)-ervinceine employing an iminium ion mediated cascade reaction. This distinctive strategy simultaneously sets up two new rings, two new stereogenic centers, and three new sigma bonds in a single operation. (C) 2018 Elsevier Ltd. All rights reserved.
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Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem