Literature DB >> 32626868

Fragment-oriented synthesis: β-elaboration of cyclic amine fragments using enecarbamates as platform intermediates.

Alexandre F Trindade1, Emily L Faulkner1, Andrew G Leach2, Adam Nelson3, Stephen P Marsden1.   

Abstract

A strategy for the β-sp3 functionalisation of cyclic amines is described. Regioselective conversion of protected amines to enecarbamates is achieved through electrochemical oxidation; these intermediates can be derivatised by functionalised alkyl halides under photoredox catalysis. The potential of the methods is highlighted by direct growth of a DCP2B-binding fragment.

Entities:  

Year:  2020        PMID： 32626868     DOI： 10.1039/d0cc03934a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  6 in total

1.  β-Functionalization of Saturated Aza-Heterocycles Enabled by Organic Photoredox Catalysis.

Authors:  Natalie Holmberg-Douglas; Younggi Choi; Brian Aquila; Hoan Huynh; David A Nicewicz
Journal:  ACS Catal       Date:  2021-02-24       Impact factor: 13.700

2.  Regioselective α-Cyanation of Unprotected Alicyclic Amines.

Authors:  Fuchao Yu; Daniel A Valles; Weijie Chen; Scott D Daniel; Ion Ghiviriga; Daniel Seidel
Journal:  Org Lett       Date:  2022-08-29       Impact factor: 6.072

3.  Synthesis of Polycyclic Isoindolines via α-C-H/N-H Annulation of Alicyclic Amines.

Authors:  Anirudra Paul; Camille Vasseur; Scott D Daniel; Daniel Seidel
Journal:  Org Lett       Date:  2022-01-31       Impact factor: 6.072

4.  Oxa-spirocycles: synthesis, properties and applications.

Authors:  Kateryna Fominova; Taras Diachuk; Dmitry Granat; Taras Savchuk; Vladyslav Vilchynskyi; Oleksiy Svitlychnyi; Vladyslav Meliantsev; Igor Kovalchuk; Eduard Litskan; Vadym V Levterov; Valentyn R Badlo; Ruslan I Vaskevych; Alla I Vaskevych; Andrii V Bolbut; Volodymyr V Semeno; Rustam Iminov; Kostiantyn Shvydenko; Anastasiia S Kuznetsova; Yurii V Dmytriv; Daniil Vysochyn; Vasyl Ripenko; Andrei A Tolmachev; Olexandra Pavlova; Halyna Kuznietsova; Iryna Pishel; Petro Borysko; Pavel K Mykhailiuk
Journal:  Chem Sci       Date:  2021-07-27       Impact factor: 9.825

5.  α,α'-C-H Bond Difunctionalization of Unprotected Alicyclic Amines.

Authors:  Daniel A Valles; Subhradeep Dutta; Anirudra Paul; Khalil A Abboud; Ion Ghiviriga; Daniel Seidel
Journal:  Org Lett       Date:  2021-07-29       Impact factor: 6.072

6.  Synthesis of β-Diamine Building Blocks by Photocatalytic Hydroamination of Enecarbamates with Amines, Ammonia and N-H Heterocycles.

Authors:  Daniel Francis; Adam Nelson; Stephen P Marsden
Journal:  Chemistry       Date:  2020-10-07       Impact factor: 5.236
  6 in total

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