The Asymmetric Organocatalytic Aza-Michael Addition: Efforts towards the Total Synthesis of Yuremamine and Development of New Domino Reactions
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Beschreibung
This work first described the efforts made towards the total synthesis of yuremamine employing as key step an aza-Michael/aldol condensation domino sequence of a indole-2-carbaldehyde derivative and an α,ß-unsaturated aldehyde.
In the second project of this work, a new methodology for the synthesis of chiral tetracyclic pyridocarbazoles derivatives bearing six stereocentres was developed. The domino reaction established proceeds via a Diels-Alder/ aza-Michael/ aldol condensation sequence of 3-vinylindoles with 2 equivalents of α,ß-unsaturated aldehyde.
Continuing with the strategy exploited within this work, various substrates containing both a nucleophilic nitrogen atom and a Michael acceptor, which would allow a further cyclization of the aza-Michael addition product, can be designed.
Autor*in
Céline Joie