Literature DB >> 26274890

Cycloalkene Carbonitriles in Rhodium-Catalyzed 1,4-Addition and Formal Synthesis of Vabicaserin.

Wojciech J Dziechciejewski1, Regina Weber1, Oliver Sowada1, Mike M K Boysen1.   

Abstract

Cycloalkenes with exocyclic acceptor substituents still remain challenging substrates for enantioselective rhodium-catalyzed 1,4-addition. Cycloalkene carbonitriles and carboxylates have been investigated, and a highly diastereo- and enantioselective protocol for 1,4-addition to cyclopentene and cycloheptene carbonitrile has been developed. This new asymmetric transformation was subsequently applied in the asymmetric formal synthesis of the drug candidate Vabicaserin.

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Year:  2015        PMID: 26274890     DOI: 10.1021/acs.orglett.5b01849

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  β-Hydroxy-tetrahydroquinolines from Quinolines Using Chloroborane: Synthesis of the Peptidomimetic FISLE-412.

Authors:  Ahmad S Altiti; Kai Fan Cheng; Mingzhu He; Yousef Al-Abed
Journal:  Chemistry       Date:  2017-07-26       Impact factor: 5.236

2.  Enantio- and Diastereoswitchable C-H Arylation of Methylene Groups in Cycloalkanes.

Authors:  Michal S Andrä; Lukas Schifferer; Corina H Pollok; Christian Merten; Lukas J Gooßen; Jin-Quan Yu
Journal:  Chemistry       Date:  2019-05-27       Impact factor: 5.236

3.  The first multiplication atom-bond connectivity index of molecular structures in drugs.

Authors:  Wei Gao; Yiqiao Wang; Weifan Wang; Li Shi
Journal:  Saudi Pharm J       Date:  2017-04-28       Impact factor: 4.330

  3 in total

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