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Diastereoselective Copper-Mediated Conjugate Addition of Functionalized Magnesiates for the Preparation of Bisaryl Nrf2 Activators
Add to Calendar 2023-11-01T18:30:00 2023-11-01T19:30:00 UTC Diastereoselective Copper-Mediated Conjugate Addition of Functionalized Magnesiates for the Preparation of Bisaryl Nrf2 Activators 301A Chemistry Building
Start DateWed, Nov 01, 2023
2:30 PM
to
End DateWed, Nov 01, 2023
3:30 PM
Presented By
Michal Glogowski, GSK
Event Series: Chemistry Department GSK Seminar Fall 2023
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Michal Glogowski

Michal Glogowski, GSK

 

Title: “Diastereoselective Copper-Mediated Conjugate Addition of Functionalized Magnesiates for the Preparation of Bisaryl Nrf2 Activators”

Abstract:

A two-step metal−halogen exchange and diastereoselective copper-mediated Michael addition onto a complex α,β-unsaturated system has been developed and applied toward the synthesis of bisaryl Nrf2 activators. Optimization of metal−halogen exchange using (n-Bu)3MgLi allowed for the preparation of custom aryl-functionalized magnesiate reagents at noncryogenic temperatures. Following transmetallation, these reagents were used in highly diastereoselective Michael addition reactions.