Literature DB >> 24564435

Double C(sp3)-H bond functionalization mediated by sequential hydride shift/cyclization process: diastereoselective construction of polyheterocycles.

Keiji Mori1, Kazuki Kurihara, Shinnosuke Yabe, Masahiro Yamanaka, Takahiko Akiyama.   

Abstract

Described herein are two novel types of double C(sp(3))-H bond functionalizations triggered by a sequential hydride shift/cyclization process: (1) construction of a bicyclo[3.2.2]nonane skeleton by a [1,6]- and [1,5]-hydride shift sequence and (2) sequential [1,4]- and [1,5]-hydride shift mediated construction of a linear tricyclic skeleton.

Entities:  

Year:  2014        PMID: 24564435     DOI: 10.1021/ja412706d

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  16 in total

1.  An Ugi Reaction Incorporating a Redox-Neutral Amine C-H Functionalization Step.

Authors:  Zhengbo Zhu; Daniel Seidel
Journal:  Org Lett       Date:  2016-01-19       Impact factor: 6.005

2.  C-H functionalization of cyclic amines: redox-annulations with α,β-unsaturated carbonyl compounds.

Authors:  YoungKu Kang; Matthew T Richers; Conrad H Sawicki; Daniel Seidel
Journal:  Chem Commun (Camb)       Date:  2015-07-07       Impact factor: 6.222

3.  Redox-Neutral Aromatization of Cyclic Amines: Mechanistic Insights and Harnessing of Reactive Intermediates for Amine α- and β-C-H Functionalization.

Authors:  Longle Ma; Anirudra Paul; Martin Breugst; Daniel Seidel
Journal:  Chemistry       Date:  2016-11-09       Impact factor: 5.236

4.  Intramolecular Redox-Mannich Reactions: Facile Access to the Tetrahydroprotoberberine Core.

Authors:  Longle Ma; Daniel Seidel
Journal:  Chemistry       Date:  2015-07-28       Impact factor: 5.236

5.  The redox-Mannich reaction.

Authors:  Weijie Chen; Daniel Seidel
Journal:  Org Lett       Date:  2014-05-23       Impact factor: 6.005

6.  Intramolecular [3 + 2]-cycloadditions of azomethine ylides derived from secondary amines via redox-neutral C-H functionalization.

Authors:  Kempegowda Mantelingu; Yingfu Lin; Daniel Seidel
Journal:  Org Lett       Date:  2014-11-03       Impact factor: 6.005

7.  Redox-neutral α-oxygenation of amines: reaction development and elucidation of the mechanism.

Authors:  Matthew T Richers; Martin Breugst; Alena Yu Platonova; Anja Ullrich; Arne Dieckmann; K N Houk; Daniel Seidel
Journal:  J Am Chem Soc       Date:  2014-04-14       Impact factor: 15.419

8.  Redox-Annulation of Cyclic Amines and β-Ketoaldehydes.

Authors:  Weijie Chen; Daniel Seidel
Journal:  Org Lett       Date:  2016-02-19       Impact factor: 6.005

9.  Asymmetric Redox-Annulation of Cyclic Amines.

Authors:  YoungKu Kang; Weijie Chen; Martin Breugst; Daniel Seidel
Journal:  J Org Chem       Date:  2015-10-02       Impact factor: 4.354

10.  Harnessing the Electrophilicity of Keteniminium Ions: A Simple and Straightforward Entry to Tetrahydropyridines and Piperidines from Ynamides.

Authors:  Morgan Lecomte; Gwilherm Evano
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-02       Impact factor: 15.336

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