Toward the synthesis of xestocyclamine A: investigation of double Michael reaction and direct aza Diels–Alder reaction

2006 ◽  
Vol 47 (30) ◽  
pp. 5311-5315 ◽  
Author(s):  
Heedong Yun ◽  
Alexandre Gagnon ◽  
Samuel J. Danishefsky
Keyword(s):  
Michael Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
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.

Studies towards the total synthesis of ouabagenin

2005 ◽  
Vol 83 (6-7) ◽  
pp. 728-740 ◽  
Author(s):  
Ling Chen ◽  
Pierre Deslongchamps
Keyword(s):  
Organic Chemistry ◽  
Natural Products ◽  
Total Synthesis ◽  
Michael Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
Convergent Synthesis ◽  
Diels Alder Reaction

An anionic cyclization strategy developed in our laboratory was used to produce a versatile and convergent synthesis of an advanced tetracyclic intermediate for the construction of ouabagenin and closely related analogs.Key words: organic chemistry, synthesis, cycloaddition, polycyclization, Michael reaction, Diels–Alder reaction, steroids, oubain, ouabagenin, natural products.

Enantio- and Stereoselective Construction of Atisane Scaffold via Organocatalytic Intramolecular Michael Reaction and Diels–Alder Reaction

2017 ◽  
Vol 19 (9) ◽  
pp. 2390-2393 ◽  
Author(s):  
Hiroko Sekita ◽  
Kyohei Adachi ◽  
Ippei Kobayashi ◽  
Yusuke Sato ◽  
Masahisa Nakada
Keyword(s):  
Michael Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction
Sign in / Sign up

Export Citation Format

Share Document