Transition Metal Fairy:Making Cycloaddition Happen

Summaries on recent papers about transition metal- catalyzed cycloaddition reactions

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

Thinking about a way to make spirooxindoles?The recent paper by Xu, Y. and co-workers on copper-catalyzed asymmetric propargylic [3+3] cycloaddition is a great solution! https://t.co/vXix0JXbeW The developed methodology was pretty robust, giving both high yield and ee. @chem433

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

If you are looking for a fun paper to read over the holidays, check out Rh(I)-catalyzed [3+2] cycloaddition by Gollapelli and co-workers: https://t.co/cyh4GDKbBM
The developed method can cyclize a wide variety of cyclohexadienone starting materials, including estrone!
@chem433

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

Make sure not to miss recent applications of EBX reagents in cycloaddition reactions!The new paper from Waser group demonstrated a successful copper-catalyzed [4+2] cycloadditon reaction in order to synthesize a wide variety of cyclic molecules:https://t.co/b5erz4CVys @chem433

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

I loved their application of the developed method to access organometallic complexes!

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

If you are not a fan of iron catalysts, you will change your mind after reading a recent paper from the Cramer group on iron-catalyzed enantioselective cross-[4+4] cycloaddition of 1,3-dienes using chiral diimine ligands:
https://t.co/TPxMsqiHIg
@chem433

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

Check out a recent paper by Ian Tonks and Benjamin Reiner on Ti-catalyzed pyrrole synthesis via [2+2+1] cycloaddition:https://t.co/Tm7QNnTZVl
Fascinating statistical approach called principal component analysis led to discovery of different catalysts for this reaction! @chem433

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

If you are looking for a new method to synthesize 7-membered lactones, check out a beautiful work from Li and co-workers on Pd-catalyzed asymmetric [5+2] dipolar cycloaddition of vinylcyclopropanes and α-diazo ketones:https://t.co/7pqDUXdwi1
Great computational studies! @chem433

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

I fell in love with their scope! Such a broad application!!!

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

If you haven't checked a new paper from Barry M. Trost and co-workers, please do so! Their palladium-catalyzed enantioselective cycloaddition methodology enables to synthesize a wide variety of chiral cyclohexanes and spiro[2.4]heptanes:
https://t.co/yBfvODcB6n
@chem433

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

@chem433 What an amazing way to finish this week with a beautiful mechanistic studies from one of my favorite chemists! https://t.co/cAZkiY3w7d
The detailed computational and statistical analysis of Ti(salen) catalysts improved both enantioselectivity and the reaction scope.

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

Fascinated by their discovery of unique photophysical properties of azaheterocyclic carboranes that extended their pi-system by having aryl and vinycarborane substituents!

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

Looking for a methodology to synthesize azaheterocyclic carboranes? Check out a recent ASAP paper from Chupakhin, O. N. et al on the Cu(I)-Catalyzed Alkyne-Azide Cycloaddition "Click" Reaction:
https://t.co/U1TkMC3ROy
@chem433

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

Another amazing paper on the olefin-containing ligands in CpCo(I) precatalysts for [2+2+2] cycloaddition reactions:
https://t.co/vlc2fZBFbN
I am officially persuaded in the power of olefin ligands! The newly developed methodology eliminates the use of high temperature! @chem433

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

Exciting pyridinyl-triazole ligands for CuI-catalyzed azide-alkyne cycloadditions were developed by Zheng, L. and co-workers!!
https://t.co/vxg5zq4H3m
A straightforward, open-flask synthesis with a broad scope make this reaction very attractive!

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

What an impressive scope and a well-written thought process of elimination of potential side-reactions. More computational studies on the cis interactions between the imide and amide groups would be interesting to perform. Can you tweak the interaction to change selectivity? [2]

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

You can never underestimate the power of Pd (II)! Another great cycloaddition reaction by Park, H. and Yu, J. toward making cyclopentane products via twofold C(sp3)-H activation:https://t.co/Rt7eBWuDlY
@chem433

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

Removing a substituent on the nitrogen atom, tuning the length of the substituent on the starting material or making reaction intramolecular would be great way to continue with this project!

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

Beautiful work by Yoo, E.J. and Baik, M. on Cu(I)-catalyzed enantioselective [5+1] cycliaddition of N-aromatic zwitterions and alkynes:https://t.co/HofHYciIo7
Great way to make six-membered N-heterocycles using CuI and DIPEA as the corresponding catalyst and ligand @chem433

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

with an interesting 7-membered Rh-containing intermediate. I am really looking forward to a broader scope with some alkyls and heterocycles as substituents on the starting material. Having a protecting group other than Ts on the N-tethered enediynes would be great! @chem433 [2]

[Transition Metal Fairy:Making Cycloaddition Happen @MetalHappen]

What can be better than a transition metal-catalyzed Diels-Alder reaction with no heating required? ASAP paper by Hyland, C. and co-workers enables a synthesis of fused aromatic rings:
https://t.co/vT9utbPhGN
Beautiful mechanistic analysis shows a complicated redox cycle [1]