Asymmetric Diels-Alder reactions with a chiral maleic anhydride analog, 5-(1-menthyloxy)-2(5H)-furanone

1988 ◽  
Vol 53 (5) ◽  
pp. 1125-1127 ◽  
Author(s):  
Ben L. Feringa ◽  
Johannes C. De Jong
Keyword(s):  
Maleic Anhydride ◽  
Diels Alder

Hetero-Diels-Alder Reactions of Enaminothione with Electrophilic Olefins. Synthesis of 2-Furyl Substituted 2H-Thiopyrans

2002 ◽  
Vol 57 (6) ◽  
pp. 637-644 ◽  
Author(s):  
Krystyna Bogdanowicz-Szwed ◽  
Artur Budzowski
Keyword(s):  
Acetic Acid ◽  
Maleic Anhydride ◽  
Acetic Anhydride ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diethyl Maleate ◽  
Diels Alder Reaction

AbstractThe hetero-Diels-Alder reaction of 1-(2-furyl)-3-(dimethylamino)-2-propene-1-thione (diene) with maleic and fumaric acids, and β-nitrostyrenes yielded 3,4-dihydro-2H-thiopyran derivatives. Treatment of some of those cycloadducts with acetic acid caused elimination of dimethylamine yielding stable 2H-thiopyrans. Reaction of the diene with maleic anhydride furnished a cycloadduct which underwent spontaneous rearrangement to form an N,N-dimethylamide derivative. Cycloadditions of the diene to maleimide, N-phenylmaleimide, diethyl maleate, fumarate and butenolide, carried out in the presence of acetic anhydride,were followed by elimination of dimethylamine, afforded stable 2H-thiopyran derivatives.

Reply to Comment on “Kinetics of a Diels−Alder Reaction of Maleic Anhydride and Isoprene in Supercritical CO2”

2003 ◽  
Vol 107 (43) ◽  
pp. 9249-9249 ◽  
Author(s):  
Evgeni M. Glebov ◽  
Larisa G. Krishtopa ◽  
Victor Stepanov ◽  
Lev N. Krasnoperov
Keyword(s):  
Maleic Anhydride ◽  
Supercritical Co2 ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Kinetics Of
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