Computational Studies of the Origin of Regiospecificity in the [4+2] Diels−Alder Reaction between R2BNR2‘ Compounds and Substitutedcis-Butadienes

2003 ◽  
Vol 22 (18) ◽  
pp. 3748-3752 ◽  
Author(s):  
Thomas M. Gilbert
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Computational Studies ◽  
Diels Alder Reaction

Trialkylsulfonium and Tetraalkylammonium Salts as Hydrogen-Bonding Catalysts in an Aza-Diels-Alder Reaction: Experimental and Computational Studies

Heterocycles ◽  
2020 ◽  
Vol 101 (2) ◽  
pp. 580 ◽  
Author(s):  
Masahiro Yamanaka ◽  
Seiji Shirakawa ◽  
Ayaka Mochizuki ◽  
Takumi Nakamura ◽  
Keiji Maruoka
Keyword(s):  
Hydrogen Bonding ◽  
Alder Reaction ◽  
Diels Alder ◽  
Computational Studies ◽  
Tetraalkylammonium Salts ◽  
Diels Alder Reaction

Experimental and computational studies on the synthesis of diastereoselective natural-based Meldrum spiro dibenzofuran derivatives

2019 ◽  
Vol 43 (17) ◽  
pp. 6615-6621 ◽  
Author(s):  
Parvaneh Dastoorani ◽  
Mohammad A. Khalilzadeh ◽  
Fatemeh Khaleghi ◽  
Malek Taher Maghsoodlou ◽  
Werner Kaminsky ◽  
...  
Keyword(s):  
Natural Compound ◽  
Alder Reaction ◽  
Diels Alder ◽  
Aryl Halides ◽  
Knoevenagel Reaction ◽  
Computational Studies ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
Diels Alder Reaction

Herein, a novel route to achieve chiral Meldrum spiro dibenzofuran derivatives was developed, which involved a 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid)-mediated Knoevenagel reaction of substituted aryl halides, followed by a Diels–Alder reaction with euparin as a natural compound.

The Diels-Alder Reaction of 2-Ethenyl-1,4-Benzodioxin: A New and Simple Synthesis of Bisaryl Ethers

Synlett ◽  
1989 ◽  
Vol 1989 (01) ◽  
pp. 30-32
Author(s):  
Thomas V. Lee ◽  
Alistair J. Leigh ◽  
Christopher B. Chapleo
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Simple Synthesis ◽  
Diels Alder Reaction

The intermolecular anthracene-transfer in a regiospecific antipodal C60 difunctionalization

2020 ◽  
Author(s):  
Radu Talmazan ◽  
Klaus R. Liedl ◽  
Bernhard Kräutler ◽  
Maren Podewitz
Keyword(s):  
Noncovalent Interactions ◽  
Interaction Model ◽  
Alder Reaction ◽  
Diels Alder ◽  
Stacking Interactions ◽  
Pi Stacking ◽  
Diels Alder Reaction ◽  
Double Decker ◽  
Anthracene Molecule ◽  
New Strategies

We analyze the mechanism of the topochemically controlled difunctionalization of C60 and anthracene, where an anthracene molecule is transferred from one C60 monoadduct to another one under exclusive formation of equal amounts of C60 and the difficult to make antipodal C60 bisadduct. Our herein disclosed dispersion corrected DFT studies show the anthracene transfer to take place in a synchronous retro Diels-Alder/Diels-Alder reaction: an anthracene molecule dissociates from one fullerene under formation of an intermediate, while already undergoing stabilizing interactions with both neighboring fullerenes, facilitating the reaction kinetically. In the intermediate, a planar anthracene molecule is sandwiched between two neighboring fullerenes and forms equally strong "double-decker" type pi-pi stacking interactions with both of these fullerenes. Analysis with the distorsion interaction model shows that the anthracene unit of the intermediate is almost planar with minimal distorsions. This analysis sheds light on the existence of noncovalent interactions engaging both faces of a planar polyunsaturated ring and two convex fullerene surfaces in an unprecedented 'inverted sandwich' structure. Hence, it sheds light on new strategies to design functional fullerene based materials.<br>

Natural Products Biosynthesis Involving a Putative Diels-Alder Reaction

2016 ◽  
Vol 20 (22) ◽  
pp. 2421-2442 ◽  
Author(s):  
Kévin Cottet ◽  
Maria Kolympadi ◽  
Dean Markovic ◽  
Marie-Christine Lallemand
Keyword(s):  
Natural Products ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction
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