PbLab
@PbLabUniOvi
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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
We are excited to share our two back-to-back papers in @JOC_OL! đ We studied how conformations affect the cycloisomerization of 1-bromoalkynes, highlighting the key role of a methyl group on the cyclohexane ring.
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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đš Check out the latest chapter of Comprehensive Organic Synthesis (3rd ed.) â a deep dive into allyl borons! đ€ #OrganicChemistry #Synthesis. https://t.co/wDA9mcReab
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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. đ
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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! đ
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Extending this study to terpene-derived trisubstituted systems, we discovered a new reaction pathway: a 5-exo-dig process on unactivated CâH bonds, not previously observed in this context. https://t.co/NSDCFGKeRj
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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đOur new scientific contribution is out now!!đHerein 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
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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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 â check his profile for more details!!!âš(4/4)
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âšI'm also very happy to announce that the second part of our study is out now in @JOC_OL!!âš Herein we present an overview of how conformational effects influence the outcome of our gold(I)-catalyzed cycloisomerization of 1-Bromoalkynes. (1/4)
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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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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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!!!âš(3/4)
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Thanks to everyone who contributed to this project, especially @OmarartoOAS for the outstanding synthetic work (stay tuned for whatâs next) and @PabloBarrioChem for guiding us along this path. Check out đ§:
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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In terpene derivatives we discovered a new 5-exo-dig reactivity, unprecedented on electronically unactivated CâH 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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By studying conformational effects in terpene derivatives, we discovered the functionalization of unactivated CâH 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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Over the past years we studied the cycloisomerization of 1-bromoalkynes under gold(I) catalysis, showing that unactivated CâH 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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đ 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.
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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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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Check out the recent paper: âApproach to Heterospirocycles for Medicinal Chemistryâ, 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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Check out our last collaboration with @MykhailiukChem in @JOC_OL Approach to Heterospirocycles for Medicinal Chemistry. All the credit to @MorenRmm and Carlos Rodriguez
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)âBr bond in the products allowed for further...
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