Asymmetric Synthesis of 1,4‐Dicarbonyl Compounds from Aldehydes by Hydrogen Atom Transfer Photocatalysis and Chiral Lewis Acid Catalysis

2019 ◽  
Vol 131 (47) ◽  
pp. 17015-17019 ◽  
Author(s):  
Yulong Kuang ◽  
Kai Wang ◽  
Xiangcheng Shi ◽  
Xiaoqiang Huang ◽  
Eric Meggers ◽  
...  
Keyword(s):  
Hydrogen Atom ◽  
Asymmetric Synthesis ◽  
Lewis Acid ◽  
Acid Catalysis ◽  
Hydrogen Atom Transfer ◽  
Atom Transfer ◽  
Lewis Acid Catalysis ◽  
Dicarbonyl Compounds ◽  
Chiral Lewis Acid

Asymmetric alkylation of remote C(sp3)–H bonds by combining proton-coupled electron transfer with chiral Lewis acid catalysis

2017 ◽  
Vol 53 (64) ◽  
pp. 8964-8967 ◽  
Author(s):  
Wei Yuan ◽  
Zijun Zhou ◽  
Lei Gong ◽  
Eric Meggers
Keyword(s):  
Electron Transfer ◽  
Hydrogen Atom ◽  
Visible Light ◽  
Lewis Acid ◽  
Acid Catalysis ◽  
Hydrogen Atom Transfer ◽  
Lewis Acid Catalysis ◽  
Asymmetric Alkylation ◽  
Proton Coupled Electron Transfer ◽  
Chiral Lewis Acid

The catalytic asymmetric alkylation of the remote, unactivated δ-position of N-alkyl amides was enabled by the combination of visible-light-induced proton-coupled electron transfer, 1,5-hydrogen atom transfer, and chiral Lewis acid catalysis.

Chiral Lewis Acid Catalysis in Nitrile Oxide Cycloadditions

2004 ◽  
Vol 126 (17) ◽  
pp. 5366-5367 ◽  
Author(s):  
Mukund P. Sibi ◽  
Kennosuke Itoh ◽  
Craig P. Jasperse
Keyword(s):  
Lewis Acid ◽  
Acid Catalysis ◽  
Nitrile Oxide ◽  
Lewis Acid Catalysis ◽  
Chiral Lewis Acid

Barrierless tautomerization of Criegee intermediates via acid catalysis

2014 ◽  
Vol 16 (42) ◽  
pp. 22968-22973 ◽  
Author(s):  
Manoj Kumar ◽  
Daryle H. Busch ◽  
Bala Subramaniam ◽  
Ward H. Thompson
Keyword(s):  
Electronic Structure ◽  
Hydrogen Atom ◽  
Organic Acids ◽  
Acid Catalysis ◽  
Electronic Structure Calculations ◽  
Hydrogen Atom Transfer ◽  
Atom Transfer ◽  
Criegee Intermediates ◽  
Structure Calculations

Electronic structure calculations indicate that the organic acids catalyze the tautomerization of Criegee intermediates via a 1,4 β-hydrogen atom transfer to yield a vinyl hydroperoxide to such an extent that it becomes a barrierless process.

Chiral Lewis Acid Catalysis in Radical Reactions:  Enantioselective Conjugate Radical Additions

1996 ◽  
Vol 118 (38) ◽  
pp. 9200-9201 ◽  
Author(s):  
Mukund P. Sibi ◽  
Jianguo Ji ◽  
Jason Hongliu Wu ◽  
Stephan Gürtler ◽  
Ned A. Porter
Keyword(s):  
Lewis Acid ◽  
Acid Catalysis ◽  
Radical Reactions ◽  
Lewis Acid Catalysis ◽  
Chiral Lewis Acid
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