Dual Brønsted-acid Organocatalysis: Cooperative Asymmetric Catalysis with Combined Phosphoric and Carboxylic Acids

ChemCatChem ◽  
2018 ◽  
Vol 10 (6) ◽  
pp. 1221-1234 ◽  
Author(s):  
Raja Mitra ◽  
Jochen Niemeyer
Keyword(s):  
Carboxylic Acids ◽  
Asymmetric Catalysis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid

Chemoselective generation of acyl phosphates, acylium ion equivalents, from carboxylic acids and an organophosphate ester in the presence of a Brønsted acid

2017 ◽  
Vol 53 (9) ◽  
pp. 1482-1485 ◽  
Author(s):  
Akinari Sumita ◽  
Yuko Otani ◽  
Tomohiko Ohwada
Keyword(s):  
Carboxylic Acids ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Aromatic Ketones ◽  
Brönsted Acid ◽  
Acyl Phosphate

Reactions of an organophosphate ester with carboxylic acids proceeded smoothly and chemoselectively in the presence of a Brønsted acid, affording acyl phosphate intermediates, leading to formation of various functional aromatic ketones.

Brønsted Acid Catalyzed Addition of Phenols, Carboxylic Acids, and Tosylamides to Simple Olefins

2006 ◽  
Vol 8 (19) ◽  
pp. 4175-4178 ◽  
Author(s):  
Zigang Li ◽  
Junliang Zhang ◽  
Chad Brouwer ◽  
Cai-Guang Yang ◽  
Nicholas W. Reich ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed

Catalytic Lewis and Brønsted acid syn-diastereoselective benzylic substitutions of α-hydroxy-β-nitro- and α-hydroxy-β-azido-alkyl arenes

2020 ◽  
Vol 98 (6) ◽  
pp. 292-306
Author(s):  
Raphaël Hensienne ◽  
Jean-Philippe Cusson ◽  
Étienne Chénard ◽  
Stephen Hanessian
Keyword(s):  
Transition State ◽  
Asymmetric Catalysis ◽  
Amino Alcohol ◽  
Chiral Ligands ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Benzylic Alcohols ◽  
New Synthesis ◽  
Brönsted Acid ◽  
State Models

A series of alkyl and alkenyl p-methoxy arenes containing α,β-disubstituted diamino and amino alcohol groups were synthesized from β-nitro and β-azido benzylic alcohols in the presence of AuCl3 as catalyst. The formation of predominantly syn-disubstituted products were rationalized on the basis of mechanistic considerations and transition state models relying on A1,3-allylic strain. The products could have utility in the design of medicinally relevant compounds and as chiral ligands for asymmetric catalysis. A new synthesis of (+)-sertraline (Zoloft) was achieved.

Sign in / Sign up

Export Citation Format

Share Document