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A diastereoselective inverse electron demand aza-Diels–Alder reaction of N-aryl-1-azadienes derived from α-amino acids is accomplished using enamine dienophiles. Activation with ytterbium triflate of these azadienes affords dimeric structures through aza-Diels–Alder reaction, where the alkene double bond of 1-azadienes also adopts the role of dienophile. An asymmetric synthesis of functionalised 1,4,5,6-tetrahydropyridine...
α,β-Unsaturated sulfinylimines derived from α-amino acids undergo aza-Diels–Alder reaction with electron rich dienophiles such as enolethers and enamines. Subsequent elimination of sulfinyl and amine or alkoxy moiety on the resulting cycloadducts affords pyridines derived from α-amino acids.
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