Literature DB >> 19145614

The norbornene shuttle: multicomponent domino synthesis of tetrasubstituted helical alkenes through multiple C--H functionalization.

Kersten M Gericke1, David I Chai, Nikolas Bieler, Mark Lautens.   

Abstract

Shall we dance? Within the proposed mechanism for the palladium-catalyzed title reaction, the strained alkene norbornene (or norbornadiene) enters and exits the catalytic cycle in a catalytic "square dance", acting as both a promoter and a coupling partner in the formation of four carbon-carbon bonds, two of them by challenging C--H activation processes.

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Year:  2009        PMID: 19145614     DOI: 10.1002/anie.200805512

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  13 in total

1.  Palladium/Norbornene Cooperative Catalysis.

Authors:  Jianchun Wang; Guangbin Dong
Journal:  Chem Rev       Date:  2019-04-25       Impact factor: 60.622

2.  Ligand-accelerated C-H activation reactions: evidence for a switch of mechanism.

Authors:  Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

3.  Constructing multiply substituted arenes using sequential palladium(II)-catalyzed C-H olefination.

Authors:  Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-16       Impact factor: 15.336

4.  Rapid Access to Multisubstituted Acrylamides from Cyclic Ketones via Palladium/Norbornene Cooperative Catalysis.

Authors:  Zhao Wu; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-04       Impact factor: 15.336

5.  Compatibility Score for Rational Electrophile Selection in Pd/NBE Cooperative Catalysis.

Authors:  Xiaotian Qi; Jianchun Wang; Zhe Dong; Guangbin Dong; Peng Liu
Journal:  Chem       Date:  2020-10-01       Impact factor: 22.804

Review 6.  Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality.

Authors:  Xiao Chen; Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

7.  Palladium-catalysed norbornene-mediated C-H functionalization of arenes.

Authors:  Juntao Ye; Mark Lautens
Journal:  Nat Chem       Date:  2015-11       Impact factor: 24.427

8.  Asymmetric Synthesis of Second-Generation Light-Driven Molecular Motors.

Authors:  Thomas van Leeuwen; Wojciech Danowski; Edwin Otten; Sander J Wezenberg; Ben L Feringa
Journal:  J Org Chem       Date:  2017-05-01       Impact factor: 4.354

9.  Sequential catalysis: exploiting a single rhodium(i) catalyst to promote an alkyne hydroacylation-aryl boronic acid conjugate addition sequence.

Authors:  Maitane Fernández; Matthias Castaing; Michael C Willis
Journal:  Chem Sci       Date:  2016-09-09       Impact factor: 9.825

10.  Synthesis of a novel polycyclic ring scaffold with antimitotic properties via a selective domino Heck-Suzuki reaction.

Authors:  Esther Alza; Luca Laraia; Brett M Ibbeson; Súil Collins; Warren R J D Galloway; Jamie E Stokes; Ashok R Venkitaraman; David R Spring
Journal:  Chem Sci       Date:  2014-09-09       Impact factor: 9.825

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