scholarly journals Copper-catalyzed enantioselective synthesis of bridged bicyclic ketals from 1,1-disubstituted-4-methylene-1,6-hexanediols and related alkenols

2021 ◽  
Vol 57 (1) ◽  
pp. 105-108
Author(s):  
Ameya S. Burde ◽  
Shuklendu D. Karyakarte ◽  
Eric D. Sylvester ◽  
Sherry R. Chemler
Keyword(s):  
Enantioselective Synthesis ◽  
Group Transfer ◽  
Radical Group

Bicyclic ketals via copper-catalyzed enantioselective bis(cyclization) involving radical group transfer is disclosed.

scholarly journals Intermolecular Aminoallylation of Alkenes Using Allyl-Oxyphthalimide Derivatives: A Case Study in Radical Polarity Effects

2019 ◽  
Author(s):  
Samuel Lardy ◽  
Valerie Schmidt
Keyword(s):  
Vinyl Ethers ◽  
Group Transfer ◽  
Radical Reactivity ◽  
Radical Group ◽  
Transfer Method ◽  
Polarity Effects

<div><div><div><p>A case study on the polarity effects of radical mediated intermolecular alkene aminoallylation is presented herein. This radical group transfer method pairs vinyl ethers with electronically deficient allyl-oxyphthalimide derivatives to give difunctionalized products while illustrating the guiding effects of polarity on this radical reactivity.</p></div></div></div>

Aminoxyl-Catalyzed Electrochemical Diazidation of Alkenes

2018 ◽  
Author(s):  
Juno C. Siu ◽  
Joseph B. Parry ◽  
Song Lin
Keyword(s):  
Charge Transfer ◽  
Charge Transfer Complex ◽  
Single Electron ◽  
Group Transfer ◽  
Radical Group ◽  
Broad Scope ◽  
Catalytic Role

<p>We report the hypothesis-driven development of a new aminoxyl radical catalyst, CHAMPO, for the electrochemical diazidation of alkenes. Mediated by an anodically generated charge-transfer complex in the form of CHAMPO–N<sub>3</sub>, the radical diazidation was achieved across a broad scope of structurally diverse alkenes. Preliminary mechanistic data lend support for a dual catalytic role of the aminoxyl serving as both a single-electron oxidant and a radical group transfer agent.</p>

Free radicals of biological interest as studied by electron spin resonance

1968 ◽  
Vol 302 (1470) ◽  
pp. 335-350 ◽  
Keyword(s):  
Free Radicals ◽  
Electron Spin Resonance ◽  
Electron Spin ◽  
Biological Function ◽  
Structure Stability ◽  
Group Transfer ◽  
Radical Group ◽  
Biological Interest ◽  
Spin Resonance

Electron spin resonance has become a major tool for investigating biological one-electron or radical group transfer. The scope and limitations of this method are considered and emphasis is placed on the first of the following two questions that govern the field: (1) What is the structure, stability and potential biological function of radicals that might occur as biological intermediates? (2) Which radicals have been demonstrated up to now as ( a ) occurring in biological reactions, ( b ) being essential biological intermediates? The two questions deserve independent consideration and supplement each other. However, the second question can hardly be decided before the first one, though there may be a severe temptation to claim the occurrence or even stabilization of a certain radical without any structural evidence. Among the free radicals considered here are phenoxyls, mercaptyls, semidiones, (aza)semi-quinones (from flavins and pteridines), and metal-stabilized radicals.

scholarly journals Regioselective Radical Alkene Amination Strategies by Using Phosphite-Mediated Deoxygenation

Synlett ◽  
2019 ◽  
Vol 30 (18) ◽  
pp. 2022-2026
Author(s):  
Samuel W. Lardy ◽  
Valerie A. Schmidt
Keyword(s):  
Radical Addition ◽  
Primary Amines ◽  
Efficient Synthesis ◽  
Formal Synthesis ◽  
Group Transfer ◽  
Radical Group ◽  
Nitrogen Containing Compounds

Nitrogen-containing compounds are an essential motif in all disciplines of chemistry and the efficient synthesis of these frameworks is a highly sought-after goal. Presented here is a summary of recent efforts conducted by our group to develop radical-mediated amination strategies for the formal synthesis of primary amines from alkenes with exclusive anti-Markovnikov regioselectivity. We have found that N-hydroxyphthalimide is an effective reagent capable of supplying both the N and H atoms for alkene hydroamination in a group transfer radical addition-type mechanism. Furthermore, allyl-oxyphthalimide derivatives are similarly capable of radical group transfers and allow for the aminoallylation of an external alkene.

Aminoxyl-Catalyzed Electrochemical Diazidation of Alkenes

2018 ◽  
Author(s):  
Juno C. Siu ◽  
Joseph B. Parry ◽  
Song Lin
Keyword(s):  
Charge Transfer ◽  
Charge Transfer Complex ◽  
Single Electron ◽  
Group Transfer ◽  
Radical Group ◽  
Broad Scope ◽  
Catalytic Role

<p>We report the hypothesis-driven development of a new aminoxyl radical catalyst, CHAMPO, for the electrochemical diazidation of alkenes. Mediated by an anodically generated charge-transfer complex in the form of CHAMPO–N<sub>3</sub>, the radical diazidation was achieved across a broad scope of structurally diverse alkenes. Preliminary mechanistic data lend support for a dual catalytic role of the aminoxyl serving as both a single-electron oxidant and a radical group transfer agent.</p>

Aminoxyl-Catalyzed Electrochemical Diazidation of Alkenes

2018 ◽  
Author(s):  
Juno C. Siu ◽  
Joseph B. Parry ◽  
Song Lin
Keyword(s):  
Charge Transfer ◽  
Charge Transfer Complex ◽  
Single Electron ◽  
Group Transfer ◽  
Radical Group ◽  
Broad Scope ◽  
Catalytic Role

<p>We report the hypothesis-driven development of a new aminoxyl radical catalyst, CHAMPO, for the electrochemical diazidation of alkenes. Mediated by an anodically generated charge-transfer complex in the form of CHAMPO–N<sub>3</sub>, the radical diazidation was achieved across a broad scope of structurally diverse alkenes. Preliminary mechanistic data lend support for a dual catalytic role of the aminoxyl serving as both a single-electron oxidant and a radical group transfer agent.</p>

scholarly journals Intermolecular Aminoallylation of Alkenes Using Allyl-Oxyphthalimide Derivatives: A Case Study in Radical Polarity Effects

2019 ◽  
Author(s):  
Samuel Lardy ◽  
Valerie Schmidt
Keyword(s):  
Vinyl Ethers ◽  
Group Transfer ◽  
Radical Reactivity ◽  
Radical Group ◽  
Transfer Method ◽  
Polarity Effects

<div><div><div><p>A case study on the polarity effects of radical mediated intermolecular alkene aminoallylation is presented herein. This radical group transfer method pairs vinyl ethers with electronically deficient allyl-oxyphthalimide derivatives to give difunctionalized products while illustrating the guiding effects of polarity on this radical reactivity.</p></div></div></div>

Radical Group-Transfer Polymerization of 2-Thiocyanatoethyl Vinyl Ether

1999 ◽  
Vol 32 (13) ◽  
pp. 4166-4172 ◽  
Author(s):  
Tsuneyuki Sato ◽  
Kazuhiro Miki ◽  
Makiko Seno
Keyword(s):  
Vinyl Ether ◽  
Group Transfer ◽  
Radical Group

ChemInform Abstract: The Utilization of Free-Radical Group-Transfer Cyclizations.

ChemInform ◽  
2010 ◽  
Vol 30 (19) ◽  
pp. no-no
Author(s):  
Zong-Ting Chen ◽  
Fen-Ling Zhan ◽  
Ji-Wei Gao
Keyword(s):  
Free Radical ◽  
Group Transfer ◽  
Radical Group

The utilization of free-radical group-transfer cyclizations

1999 ◽  
Vol 10 (1) ◽  
pp. 69-72 ◽  
Author(s):  
Zong-Ting Chen ◽  
Fen-Ling Zhan ◽  
Ji-Wei Gao
Keyword(s):  
Free Radical ◽  
Group Transfer ◽  
Radical Group
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