Catalytic, contra-Thermodynamic Positional Alkene Isomerization

2021 ◽  
Author(s):  
Gino Occhialini ◽  
Vignesh Palani ◽  
Alison E. Wendlandt
Keyword(s):  
Alkene Isomerization

scholarly journals Stereoselective Tandem Iridium-Catalyzed Alkene Isomerization-Cope Rearrangement of ω-diene Epoxides: Efficient Access to Acyclic 1,6-Dicarbonyl Compounds

2021 ◽  
Author(s):  
Rahul Suresh ◽  
Itai Massad ◽  
Ilan Marek
Keyword(s):  
Bond Cleavage ◽  
Cope Rearrangement ◽  
Dicarbonyl Compounds ◽  
Alkene Isomerization ◽  
Efficient Access

The Cope rearrangement of 2,3-divinyloxiranes, a rare example of epoxide C-C bond cleavage, results in 4,5-dihydrooxepines which are amenable to hydrolysis, furnishing 1,6-dicarbonyl compounds containing two contiguous stereocenters at the 3- and 4- positions. We employ...

Asymmetric Hydroacylation Involving Alkene Isomerization for the Construction of C3‐Chirogenic Center

2021 ◽  
Author(s):  
Chong Liu ◽  
Jing Yuan ◽  
Zhenfeng Zhang ◽  
Ilya D. Gridnev ◽  
Wanbin Zhang
Keyword(s):  
Alkene Isomerization

Ligand-controlled cobalt-catalyzed remote hydroboration and alkene isomerization of allylic siloxanes

2021 ◽  
Author(s):  
Pei Zhao ◽  
Jiaxin Huang ◽  
Jie Li ◽  
Kezhuo Zhang ◽  
Wen Yang ◽  
...  
Keyword(s):  
Alkene Isomerization

The efficient cobalt-catalyzed remote hydroboration and alkene isomerization of allylic siloxanes with pinacolborane were realized by a ligand-controlled strategy. With 1,2-bis(dicyclohexyl-phosphino)ethane as the ligand, the remote hydroboration reactions proceeded well...

Supported Imidazolylphosphine Catalysts for Highly (E)-Selective Alkene Isomerization

2014 ◽  
Vol 16 (11) ◽  
pp. 2818-2821 ◽  
Author(s):  
Gulin Erdogan ◽  
Douglas B. Grotjahn
Keyword(s):  
Alkene Isomerization

scholarly journals Highly Effective Conditions for Nickel-Mediated Heck Cyclization Cascades Starting from Aryl and Vinyl Triflates

2022 ◽  
Author(s):  
Jonathan Keim ◽  
Andrew Cummins ◽  
Scott Snyder
Keyword(s):  
Natural Product ◽  
Product Formation ◽  
Heck Reactions ◽  
Bond Forming ◽  
Heck Cyclization ◽  
Alkene Isomerization ◽  
Highly Effective ◽  
Vinyl Triflates ◽  
Effective Conditions

In contrast to the tremendous power of Pd-based Mizoroki–Heck reactions, methods to achieve such processes with other metals, particularly Ni, are generally lacking. Herein, we delineate specific conditions that can enable cascade variants of these C–C bond forming events to proceed smoothly under Ni catalysis. Critically, these reactions work with equal facility as their Pd-initiated counterparts when conducted intramolecularly, and in many cases are devoid of any Ni–H-mediated alkene isomerization within the starting materials and/or products as has typically been observed with previous Ni-based protocols. When conducted intermolecularly, the developed variant affords unique regioselectivity in product formation, substantively favoring 6-endo additions over the more standard 5-exo counterparts observed under Pd-based conditions. Finally, applications of the developed procedures to two different natural product syntheses are described

Alkene Isomerization–Hydroboration Catalyzed by First-Row Transition-Metal (Mn, Fe, Co, and Ni)N-Phosphinoamidinate Complexes: Origin of Reactivity and Selectivity

ACS Catalysis ◽  
2018 ◽  
Vol 8 (11) ◽  
pp. 9907-9925 ◽  
Author(s):  
Casper M. Macaulay ◽  
Samantha J. Gustafson ◽  
Jack T. Fuller ◽  
Doo-Hyun Kwon ◽  
Takahiko Ogawa ◽  
...  
Keyword(s):  
Transition Metal ◽  
Alkene Isomerization

scholarly journals Exohedral functionalization vs. core expansion of siliconoids with Group 9 metals: catalytic activity in alkene isomerization

2020 ◽  
Vol 11 (30) ◽  
pp. 7782-7788 ◽  
Author(s):  
Nadine E. Poitiers ◽  
Luisa Giarrana ◽  
Volker Huch ◽  
Michael Zimmer ◽  
David Scheschkewitz
Keyword(s):  
Catalytic Activity ◽  
Alkene Isomerization ◽  
Terminal Alkenes

Unprecedented metallasiliconoids are accessible from a silylene-substituted Si6 siliconoid and Group 9 metal fragments. The isomerization of terminal alkenes to 2-alkenes is competitively catalyzed by these species ( = silicon).

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