Methods for indole alkaloid synthesis. Enantiospecific synthesis of pentacyclic deethylaspidosperma-type alkaloids using an exceptionally mild retro-Diels-Alder reaction

1986 ◽  
Vol 108 (2) ◽  
pp. 217-221 ◽  
Author(s):  
Philip. Magnus ◽  
Peter M. Cairns
Keyword(s):  
Indole Alkaloid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Alkaloid Synthesis ◽  
Enantiospecific Synthesis

Enantioselective isoquinuclidine synthesis via sequential Diels–Alder/visible-light photoredox C–C bond cleavage: a formal synthesis of the indole alkaloid catharanthine

2018 ◽  
Vol 5 (20) ◽  
pp. 2934-2939 ◽  
Author(s):  
Simon J. Kim ◽  
Robert A. Batey
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Indole Alkaloid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Formal Synthesis ◽  
Diels Alder Reaction ◽  
Alkaloid Synthesis

An enantioselective formation of isoquinuclidines useful for alkaloid synthesis is achieved through an organocatalyzed Diels–Alder reaction of dihydropyridines with acrolein and a subsequent photoredox catalyzed oxidative deformylation reaction.

Alkaloid synthesis by the intramolecular imino Diels-Alder reaction. .delta.-Coniceine and tylophorine

1979 ◽  
Vol 101 (17) ◽  
pp. 5073-5074 ◽  
Author(s):  
Steven M. Weinreb ◽  
Nazir A. Khatri ◽  
Jayant Shringarpure
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Alkaloid Synthesis

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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