Literature DB >> 31233259

Positional and Geometrical Isomerisation of Alkenes: The Pinnacle of Atom Economy.

John J Molloy1, Tobias Morack1, Ryan Gilmour1.   

Abstract

Strategies to achieve spatiotemporal regulation of pre-existing alkenes via external stimuli are essential given the ubiquity of feedstock olefins in chemistry and their downstream applications. Mirroring the 1-0 switch that underpins mammalian vision through selective geometric isomerisation in retinal, strategies to manipulate 2D space by both geometric and positional isomerisation of alkenes via chemical, thermal and light-driven processes are being intensively pursued. This minireview highlights the current state of the art in activating and achieving directionality in these fundamental chemical transformations.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkene; geometry; isomerisation; positional; stereoselectivity

Year:  2019        PMID: 31233259     DOI: 10.1002/anie.201906124

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


  24 in total

Review 1.  Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry.

Authors:  Laura Buglioni; Fabian Raymenants; Aidan Slattery; Stefan D A Zondag; Timothy Noël
Journal:  Chem Rev       Date:  2021-08-10       Impact factor: 60.622

2.  Contra-thermodynamic Olefin Isomerization by Chain-Walking Hydroboration and Dehydroboration.

Authors:  Steven Hanna; Brandon Bloomer; Nicodemo R Ciccia; Trevor W Butcher; Richard J Conk; John F Hartwig
Journal:  Org Lett       Date:  2022-01-26       Impact factor: 6.005

3.  Photosensitized [2+2]-Cycloadditions of Alkenylboronates and Alkenes.

Authors:  Yanyao Liu; Dongshun Ni; Bernard G Stevenson; Vikrant Tripathy; Sarah E Braley; Krishnan Raghavachari; John R Swierk; M Kevin Brown
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-21       Impact factor: 16.823

4.  Development and Mechanistic Interrogation of Interrupted Chain-Walking in the Enantioselective Relay Heck Reaction.

Authors:  Sean P Ross; Ajara A Rahman; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2020-05-29       Impact factor: 15.419

5.  Highly Z-Selective Double Bond Transposition in Simple Alkenes and Allylarenes through a Spin-Accelerated Allyl Mechanism.

Authors:  Daniel Kim; Guy Pillon; Daniel J DiPrimio; Patrick L Holland
Journal:  J Am Chem Soc       Date:  2021-02-17       Impact factor: 15.419

6.  Z-Selective Dienylation Enables Stereodivergent Construction of Dienes and Unravels a Ligand-Driven Mechanistic Dichotomy.

Authors:  Hang T Dang; Viet D Nguyen; Graham C Haug; Ngan T H Vuong; Hadi D Arman; Oleg V Larionov
Journal:  ACS Catal       Date:  2021-01-07       Impact factor: 13.084

7.  Leveraging the n→π* Interaction in Alkene Isomerization by Selective Energy Transfer Catalysis.

Authors:  Tomáš Neveselý; John J Molloy; Calum McLaughlin; Linda Brüss; Constantin G Daniliuc; Ryan Gilmour
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-26       Impact factor: 16.823

8.  Visible-Light Controlled Divergent Catalysis Using a Bench-Stable Cobalt(I) Hydride Complex.

Authors:  Enrico Bergamaschi; Frédéric Beltran; Christopher J Teskey
Journal:  Chemistry       Date:  2020-03-25       Impact factor: 5.236

9.  Ru-catalyzed isomerization of ω-alkenylboronates towards stereoselective synthesis of vinylboronates with subsequent in situ functionalization.

Authors:  Guo-Ming Ho; Lucas Segura; Ilan Marek
Journal:  Chem Sci       Date:  2020-05-26       Impact factor: 9.825

10.  Stereoselective tandem iridium-catalyzed alkene isomerization-cope rearrangement of ω-diene epoxides: efficient access to acyclic 1,6-dicarbonyl compounds.

Authors:  Rahul Suresh; Itai Massad; Ilan Marek
Journal:  Chem Sci       Date:  2021-06-09       Impact factor: 9.825

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