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@PbLabUniOvi

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125

Research group of Pablo Barrio. Really focusing in C(sp3)-H activation, mechanistic studies and riched F(sp3) molecules. Student run twitter.

Oviedo, Spain
Joined October 2023
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@PbLabUniOvi
PbLab
1 month
We are excited to share our two back-to-back papers in @JOC_OL! 🚀 We studied how conformations affect the cycloisomerization of 1-bromoalkynes, highlighting the key role of a methyl group on the cyclohexane ring.
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pubs.acs.org
The use of cyclohexane derivatives displaying all possible substitution patterns has allowed us to study the influence of the conformational effects in the recently reported gold(I)-catalyzed...
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@MorenRmm
Rubén Miguélez
30 days
🚹 Check out the latest chapter of Comprehensive Organic Synthesis (3rd ed.) — a deep dive into allyl borons! đŸ€  #OrganicChemistry #Synthesis. https://t.co/wDA9mcReab
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@PabloBarrioChem
Pablo Barrio FernĂĄndez
1 month
Honored to see two of our recent @JOC_OL publications among the most read this month!! Check them out in the following post(I also leave the link of our third OL this month, which will appear back-to-back with the second one). Thanks to the readers of @JOC_OL for the interest
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@PbLabUniOvi
PbLab
1 month
Special thanks to @MorenRmm and @OmarartoOAS for the outstanding synthetic work, to Prof. Haberhauer and his team for the calculations, to Isabel for her detailed NMR studies, and to @PabloBarrioChem for his guidance throughout the project. 🙌
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@PbLabUniOvi
PbLab
1 month
At PbLab we are moving toward more complex systems, studying new variables to unlock regioselective reactivity. Collaborations with leading groups will broaden the impact of our work. Stay tuned! 👀
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@PbLabUniOvi
PbLab
1 month
Extending this study to terpene-derived trisubstituted systems, we discovered a new reaction pathway: a 5-exo-dig process on unactivated C–H bonds, not previously observed in this context. https://t.co/NSDCFGKeRj
Tweet card summary image
pubs.acs.org
Natural terpene-derived substrates have been used as stereochemical templates in the gold(I)-catalyzed cycloisomerization of aliphatic 1-bromoalkynes. The conformational restrictions imposed by these...
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@OmarartoOAS
Omararto
2 months
🎉Our new scientific contribution is out now!!🎉Herein we present an overview of how the conformational effects affect the outcome of our gold(I)-catalyzed cycloisomerizarion of 1-Bromoalkynes. (1/3) https://t.co/YHb0LkbxSX
Tweet card summary image
pubs.acs.org
The use of cyclohexane derivatives displaying all possible substitution patterns has allowed us to study the influence of the conformational effects in the recently reported gold(I)-catalyzed...
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@OmarartoOAS
Omararto
2 months
Again, thanks to @PabloBarrioChem for the opportunity, to Dr. Merino for the meticulous NMR characterization, and the Haberhauer team for the calculations. Special thanks to @MorenRmm for his enormous contribution — check his profile for more details!!!✹(4/4)
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@OmarartoOAS
Omararto
2 months
✹I'm also very happy to announce that the second part of our study is out now in @JOC_OL!!✹ Herein we present an overview of how conformational effects influence the outcome of our gold(I)-catalyzed cycloisomerization of 1-Bromoalkynes. (1/4)
Tweet card summary image
pubs.acs.org
Natural terpene-derived substrates have been used as stereochemical templates in the gold(I)-catalyzed cycloisomerization of aliphatic 1-bromoalkynes. The conformational restrictions imposed by these...
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@OmarartoOAS
Omararto
2 months
By using terpenes as nature-given stereochemical probes, we can access highly complex substituted substrates. Moreover, conformational effects not only rule selectivity but also reactivity. A preliminary study of the 5-exo-dig cyclization is presented. (2/4)
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@OmarartoOAS
Omararto
2 months
This 5-exo-dig transformation shows some really interesting features which are currently being studied at @PbLabUniOvi. We are so excited to share our work with the community. Please, stay tuned to find out more about these powerful transformations!!!✹(3/4)
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@MorenRmm
Rubén Miguélez
2 months
Thanks to everyone who contributed to this project, especially @OmarartoOAS for the outstanding synthetic work (stay tuned for what’s next) and @PabloBarrioChem for guiding us along this path. Check out 🧐:
Tweet card summary image
pubs.acs.org
Natural terpene-derived substrates have been used as stereochemical templates in the gold(I)-catalyzed cycloisomerization of aliphatic 1-bromoalkynes. The conformational restrictions imposed by these...
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@MorenRmm
Rubén Miguélez
2 months
In terpene derivatives we discovered a new 5-exo-dig reactivity, unprecedented on electronically unactivated C–H bonds. The mechanism, under study by @OmarartoOAS, may involve an endo vinyl cation-type transition state, a species not previously observed.
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@MorenRmm
Rubén Miguélez
2 months
By studying conformational effects in terpene derivatives, we discovered the functionalization of unactivated C–H bonds at the 6-position, accessing diverse architectures, e.g., a particularly striking spirocyclic structure. The scope and mechanism are still under investigation.
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@MorenRmm
Rubén Miguélez
2 months
Over the past years we studied the cycloisomerization of 1-bromoalkynes under gold(I) catalysis, showing that unactivated C–H bonds at the 5-position can be functionalized without directing groups, via a vinyl cation-type transition state and 5-endo-dig reactivity.
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@MorenRmm
Rubén Miguélez
2 months
🎉 Good news! Our latest work has just been published in @JOC_OL. In this study, we focused on the conformational effects in the cycloisomerization of 1-bromoalkynes under gold(I) catalysis. A perfect playground to see how small changes reshape outcomes.
Tweet card summary image
pubs.acs.org
The use of cyclohexane derivatives displaying all possible substitution patterns has allowed us to study the influence of the conformational effects in the recently reported gold(I)-catalyzed...
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@MorenRmm
Rubén Miguélez
2 months
My first work with anomeric amides has just been published in @Synthesis_1969! Thanks to all collaborators, especially Julia and Mark. We report new derivatives with faster kinetics and higher yields, providing insight into stereoelectronic effects in nitrogen-deletion reactions.
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@EnamineLtd
Enamine Ltd đŸ‡ș🇩
2 months
Check out the recent paper: “Approach to Heterospirocycles for Medicinal Chemistry”, co-authored by Carlos RodrĂ­guez-Arias, RubĂ©n MiguĂ©lez, Yuliia Holota, Pavel Mykhailiuk (@MykhailiukChem), and Pablo Barrio. This study describes the application of the gold(I)-catalyzed
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@PabloBarrioChem
Pablo Barrio FernĂĄndez
2 months
Check out our last collaboration with @MykhailiukChem in @JOC_OL Approach to Heterospirocycles for Medicinal Chemistry. All the credit to @MorenRmm and Carlos Rodriguez
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pubs.acs.org
The gold(I)-catalyzed cycloisomerization of aliphatic 1-bromoalkynes has been applied to the synthesis of heterospirocycles. The reactivity of the C(sp2)–Br bond in the products allowed for further...
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