ChemInform Abstract: Bisoxazoline and Bioxazoline Chiral Ligands Bearing 4-Diphenylmethyl Shielding Substituents. Diels-Alder Reaction of Cyclopentadiene with 3-Acryloyl-2-oxazolidinone Catalyzed by the Aqua Nickel(II) Complex.

ChemInform ◽  
2010 ◽  
Vol 31 (27) ◽  
pp. no-no
Author(s):  
Shuji Kanemasa ◽  
Kenji Adachi ◽  
Hidetoshi Yamamoto ◽  
Eiji Wada
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Chiral Ligands ◽  
Diels Alder Reaction

scholarly journals Hierarchically assembled helicates as reaction platform – From stoichiometric Diels-Alder reactions to enamine catalysis

2020 ◽  
Author(s):  
David Van Craen ◽  
Jenny Begall ◽  
Johannes Grosskurth ◽  
Leonard Himmel ◽  
Oliver Linnenberg ◽  
...  
Keyword(s):  
Secondary Amine ◽  
Michael Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
Chiral Ligands ◽  
Chiral Induction ◽  
Diels Alder Reaction ◽  
Enamine Catalysis ◽  
Stoichiometric Reaction

The stereoselectivity of a Diels-Alder reaction within the periphery of hierarchically assembled titanium(IV) helicates formed from mixtures of achiral, reactive and chiral, unreactive ligands is investigated in detail. Following the pathway of the chiral induction, the chiral ligands, solvents as well as substituents at the dienophile are carefully varied. Based on the results of the stoichiometric reaction a secondary amine catalyzed nitro-Michael reaction is performed as well which affords reasonable diastereoselectivities.

scholarly journals Hierarchically assembled helicates as reaction platform – from stoichiometric Diels–Alder reactions to enamine catalysis

2020 ◽  
Vol 16 ◽  
pp. 2338-2345
Author(s):  
David Van Craen ◽  
Jenny Begall ◽  
Johannes Großkurth ◽  
Leonard Himmel ◽  
Oliver Linnenberg ◽  
...  
Keyword(s):  
Secondary Amine ◽  
Michael Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
Chiral Ligands ◽  
Chiral Induction ◽  
Diels Alder Reaction ◽  
Enamine Catalysis ◽  
Stoichiometric Reaction

The stereoselectivity of a Diels–Alder reaction within the periphery of hierarchically assembled titanium(IV) helicates formed from mixtures of achiral, reactive and chiral, unreactive ligands was investigated in detail. Following the pathway of the chiral induction, the chiral ligands, solvents as well as substituents at the dienophile were carefully varied. Based on the results of the stoichiometric reaction, a secondary amine-catalyzed nitro-Michael reaction is performed as well which afforded reasonable diastereoselectivities.

scholarly journals Sulfenylphosphinoferrocenes: Novel planar chiral ligands in enantioselective catalysis

2006 ◽  
Vol 78 (2) ◽  
pp. 257-265 ◽  
Author(s):  
Silvia Cabrera ◽  
Olga García Mancheño ◽  
Ramón Gómez Arrayás ◽  
Inés Alonso ◽  
Pablo Mauleón ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Complexes ◽  
Transition Metal Complexes ◽  
Alder Reaction ◽  
Diels Alder ◽  
Chiral Ligands ◽  
Enantioselective Catalysis ◽  
Highly Efficient ◽  
Diels Alder Reaction ◽  
Allylic Substitutions

Structurally well-defined transition-metal complexes of 1-phosphino-2-sulfenylferrocene (Fesulphos ligands) act as highly efficient catalysts in a variety of mechanistically different transformations. Excellent enantioselectivities were achieved in Pd-catalyzed allylic substitutions, desymmetrization of meso-heterobicyclic alkenes by Pd-catalyzed addition of dialkylzinc reagents, Pd-catalyzed Diels-Alder reaction of cyclopentadiene with N-acryloyl oxazolidinones, and in Cu-catalyzed formal aza-Diels-Alder reaction of Danishefsky diene to N-sulfonyl aldimines.

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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