Chiral bis-trifluoromethanesulfonylamide as a chiral Brønsted acid catalyst for the asymmetric hetero Diels–Alder reaction with Danishefsky’s diene

2005 ◽  
Vol 46 (37) ◽  
pp. 6355-6358 ◽  
Author(s):  
Takayuki Tonoi ◽  
Koichi Mikami
Keyword(s):  
Acid Catalyst ◽  
Alder Reaction ◽  
Diels Alder ◽  
Bronsted Acid ◽  
Diels Alder Reaction ◽  
Brönsted Acid ◽  
Brønsted Acid Catalyst ◽  
Chiral Bronsted Acid ◽  
Brönsted Acid Catalyst ◽  
Danishefsky's Diene

Chiral Pyridinium Phosphoramide as a Dual Brønsted Acid Catalyst for Enantioselective Diels–Alder Reaction

2016 ◽  
Vol 18 (9) ◽  
pp. 2004-2007 ◽  
Author(s):  
Yasuhiro Nishikawa ◽  
Saki Nakano ◽  
Yuu Tahira ◽  
Kanako Terazawa ◽  
Ken Yamazaki ◽  
...  
Keyword(s):  
Acid Catalyst ◽  
Alder Reaction ◽  
Diels Alder ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Diels Alder Reaction ◽  
Brönsted Acid ◽  
Brønsted Acid Catalyst ◽  
Brönsted Acid Catalyst

Asymmetric Synthesis of Fused Tetrahydroquinolines via Intramolecular Aza-Diels-Alder Reaction of ortho-Quinone Methide Imines

Synthesis ◽  
2021 ◽  
Author(s):  
Fabian Hofmann ◽  
Cornelius Gärtner ◽  
Martin Kretzschmar ◽  
Christoph Schneider
Keyword(s):  
Asymmetric Synthesis ◽  
Alder Reaction ◽  
Single Step ◽  
Diels Alder ◽  
Quinone Methide ◽  
Bronsted Acid ◽  
Atom Economy ◽  
Diels Alder Reaction ◽  
Brönsted Acid ◽  
Chiral Bronsted Acid

Aza-Diels Alder reactions are straightforward processes in the construction of N-heterocycles, featuring inherent atom-economy and stereospecificity. Intramolecular strategies allow formation of bicyclic core structures with up to three stereocenters within a single step. Herein, this concept is combined with the chemistry of chiral Brønsted acid-bound ortho-quinone methide imines generating a range of interesting fused tetrahydro-quinolines in a diastereo- and enantioselective manner.

Design of Brønsted Acid-Assisted Chiral Brønsted Acid Catalyst Bearing a Bis(triflyl)methyl Group for a Mannich-Type Reaction

2006 ◽  
Vol 8 (15) ◽  
pp. 3175-3178 ◽  
Author(s):  
Aiko Hasegawa ◽  
Yuki Naganawa ◽  
Makoto Fushimi ◽  
Kazuaki Ishihara ◽  
Hisashi Yamamoto
Keyword(s):  
Acid Catalyst ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Methyl Group ◽  
Type Reaction ◽  
Brönsted Acid ◽  
Brønsted Acid Catalyst ◽  
Chiral Bronsted Acid ◽  
Brönsted Acid Catalyst

Hydrogen Bonds-Enabled Design of a C1-Symmetric Chiral Brønsted Acid Catalyst

ACS Catalysis ◽  
2016 ◽  
Vol 6 (2) ◽  
pp. 949-956 ◽  
Author(s):  
Norie Momiyama ◽  
Kosuke Funayama ◽  
Hirofumi Noda ◽  
Masahiro Yamanaka ◽  
Naohiko Akasaka ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Acid Catalyst ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Brønsted Acid Catalyst ◽  
Chiral Bronsted Acid ◽  
Brönsted Acid Catalyst

scholarly journals Asymmetric Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadiene

2012 ◽  
Vol 8 ◽  
pp. 1819-1824 ◽  
Author(s):  
Magnus Rueping ◽  
Sadiya Raja
Keyword(s):  
Alder Reaction ◽  
Optically Active ◽  
Diels Alder ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Reaction Conditions ◽  
Diels Alder Reaction ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid

A new chiral Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadiene has been developed. The reaction provides optically active aza-tetracycles in good yields with high diastereo- and enantioselectivities under mild reaction conditions.

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