scholarly journals Lewis Acid Catalyzed Transfer Hydromethallylation for the Construction of Quaternary Carbon Centers

2019 ◽  
Vol 58 (43) ◽  
pp. 15386-15389 ◽  
Author(s):  
Johannes C. L. Walker ◽  
Martin Oestreich
Keyword(s):  
Lewis Acid ◽  
Quaternary Carbon ◽  
Carbon Centers ◽  
Acid Catalyzed

scholarly journals Synergistic Brønsted/Lewis Acid Catalyzed Aromatic Alkylation with Unactivated Tertiary Alcohols or Di-tert-Butylperoxide to Synthesize Quaternary Carbon Centers

2021 ◽  
Author(s):  
Aaron Pan ◽  
Maja Chojnacka ◽  
Robert Crowley ◽  
Lucas Gottemann ◽  
Brandon Haines ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Lewis Acid ◽  
Acid Catalysis ◽  
Alkylating Agents ◽  
Environmentally Benign ◽  
Quaternary Carbon ◽  
Tertiary Alcohols ◽  
Carbon Centers ◽  
Acid Catalyzed ◽  
Site Selective

Dual Brønsted/Lewis acid catalysis involving environmentally benign, readily accessible protic acid and iron promotes site-selective tert-butylation of electron-rich arenes using di-tert-butylperoxide. This transformation inspired the development of a synergistic Brønsted/Lewis acid catalyzed aromatic alkylation that fills a gap in the Friedel–Crafts reaction literature by employing unactivated tertiary alcohols as alkylating agents, leading to new quaternary carbon centers. Corroborated by DFT calculations, the Lewis acid serves a role in enhancing the acidity of the Brønsted acid. The use of non-allylic, non-benzylic, and non-propargylic tertiary alcohols represents an underexplored area in Friedel–Crafts reactivity.

Sign in / Sign up

Export Citation Format

Share Document