Asymmetric induction in nitrile oxide cycloadditions to optically active acrylates. Comparisons of acrylate conformations in thermal and acid-catalyzed 1,3-dipolar and Diels-Alder cycloaddition transition states

1987 ◽  
Vol 52 (11) ◽  
pp. 2137-2141 ◽  
Author(s):  
Dennis P. Curran ◽  
Byeang Hyean Kim ◽  
H. P. Piyasena ◽  
R. J. Loncharich ◽  
K. N. Houk
Keyword(s):  
Transition States ◽  
Optically Active ◽  
Diels Alder ◽  
Nitrile Oxide ◽  
Asymmetric Induction ◽  
Acid Catalyzed

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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