URChem433

CHEM 433: Advanced Organic Chemistry @URochesterChem; here to share exciting science

[Patrycia Z @PatKZy]

Use of photochemistry to promote isomerization and transannular cyclization for heterocycles with enone/dienone functionalities.
@chem433 #chemtwitter
https://t.co/9P0iT0NlaH

[Thakshila Tashi Dayananda @tashi_in_chem]

Conformational changes of Tau protein due to liquid−liquid phase separation cause irreversible formation of aggregates in the brain, which is a hallmark of Alzheimer’s disease
@chem433 #ChemTwitter https://t.co/wrJ2kXEHOT

[Patrycia Z @PatKZy]

Interesting paper on "XAT" (Halogen-Atom Transfer) applications, specifically in radical cyclizations and the total synthesis of (±)-hirsutene. @chem433 #chemtwitter
https://t.co/fBisR5lv8R

[URChem433 @chem433]

Many thanks to all of our amazing Scientist Spotlight guests! We loved hearing about your inspiring stories and creative chemistry. We'll be following for updates even after the semester ends. #grateful #CHEM433 @URochesterChem

[URChem433 @chem433]

To close the semester and our unit on radicals/photochem we had Scientist Spotlights from Garret Miyake (@csu_chemistry), @danithechemist (@Merck), and @nagiblab (@osuchemistry). What a way to finish on a high note! Feeling #excited 😉 and #inspired. #CHEM433 @URochesterChem

[Thakshila Tashi Dayananda @tashi_in_chem]

An unusual noncanonical transnitrosylation network contributes to synapse loss in Alzheimer’s disease. NO group is passed between 3 mechanistically distinct enzymes aberrantly through a series of redox reactions.
@chem433 #chemtwitter
https://t.co/cFkDWv4kgx

[Mamta Dagar @Mamta_Dagar_]

As the semester comes to an end, my last read on olefin carbofunctionalization for @chem433 was this study using dual decatungstate photo-HAT/Ni catalysis. Utility of this strategy is shown through concise synthesis of the pharmaceutical - Piragliatin.
https://t.co/k6vBL0Jupb

[Patrycia Z @PatKZy]

Good read on the fundamentals of solvent choice and how it modifies the energies between electronic states in photochemical reactions!
@chem433 #chemtwitter

https://t.co/CztB7likXG

[Daniel Carstairs @CarstairsDaniel]

In 2014, the Ohshima group reported a Lanthanum(III) catalyzed amidation of esters in Organic Letters. In most cases, the yield is above 90 % across a wide scope, and they successfully formed an epoxide hydrolase inhibitor. #chemtwitter @chem433 https://t.co/KvOvTtz7WH

[Elliot Silk @ElliotSilk]

Slight switch from highlighting hydroamination: The @EngleLab uses terminal alcohols as a directing group to facilitate olefin carboamination. Air stability, scalability, and late-stage decoration of natural products included! https://t.co/b2cDXyhhX7 @chem433 #ChemTwitter

[Daniel Carstairs @CarstairsDaniel]

In a 2018 Angewandte Paper, the Buchwald group reported a CuH catalyzed hydroamination of vinyl arenes. The most appealing parts of this methodology are the mild conditions and simplicity of the starting materials. @chem433 #chemtwitter https://t.co/ASTIwHWLdO

[Elliot Silk @ElliotSilk]

Love a clever ligand design: Maji & colleagues report linear hydroamination products from allyl alcohols using a hemilabile, chemically non-innocent [Mn]-based catalyst. Wonderful substrate scope included. @chem433 #ChemTwitter https://t.co/a7aL11V8vB

[Mamta Dagar @Mamta_Dagar_]

This week's read for @chem433 was on Ni-catalyzed arylalkylation of 1,1-disubstituted enamides with 1°/2° alkyl & aryl iodides via reductive cross coupling method. This protocol is organometal free, mild, & highly enantioselective. #chemtwitter
https://t.co/xuBUlpgqRj

[Patrycia Z @PatKZy]

Light-promoted radical addition and 1,5-HAT cyclization process for synthesizing tetralone cores, a skeleton present in many biologically active molecules.

@chem433 #chemtwitter

https://t.co/RVnZ3zO8Ga

[Daniel Carstairs @CarstairsDaniel]

Earlier this year, the Yamamoto lab published a paper on peptide bond formation using transient masking silyl ethers. The selectivity is impressive and the methodology is a fascinating addition to peptide chemistry. @chem433 #chemtwitter https://t.co/JXs3YSUBUd

[Thakshila Tashi Dayananda @tashi_in_chem]

"Science" reveals that O-GlcNAcylation plays a protective role in Alzheimer's by inhibiting necroptosis (regulated cell death), preventing neuroinflammation and tau pathology. Interesting read! @chem433 #chemtwitter
https://t.co/VOvSqSHT0b

[URChem433 @chem433]

Our latest #ScientistSpotlight featured Dr. Uttam Tambar @TambarLab @UTSWNews during our unit on pericyclic reactions. We loved hearing about the intersection of method development and medicinal chemistry in his exciting, interdisciplinary program. #CHEM433 @URochesterChem

[Elliot Silk @ElliotSilk]

For the last few months, I've been sharing recent papers about developments in hydroamination. This thorough mechanistic study on photoredox-catalyzed linear hydroamination is an absolute gem from the Knowles and Nocera labs. #chemtwitter @chem433
https://t.co/FNhKiX5zTM