81357-28-0Relevant articles and documents
Total Synthesis of an Isatis indigotica-Derived Alkaloid Using a Biomimetic Thio-Diels-Alder Reaction
Davison, Emma K.,Hume, Paul A.,Sperry, Jonathan
supporting information, p. 3545 - 3548 (2018/06/26)
A biomimetic thio-Diels-Alder reaction between a dienylthiadiazole and 3-thioisatin leads to the Isatis indigotica-derived alkaloid (1), along with its diastereomer 2. This synthetic study, supported by molecular modeling, establishes the viability of the proposed biosynthesis by thio-Diels-Alder cycloaddition, a very rare reaction in nature. Moreover, the results described infer that the diastereomer 2 is an as-yet undiscovered natural product present in Isatis indigotica.
New and concise syntheses of the bicyclic oxamazin core using an intramolecular nitroso diels-alder reaction and ring-closing olefin metathesis
Watson, Kyle D.,Carosso, Serena,Miller, Marvin J.
, p. 358 - 361 (2013/03/13)
Herein two new and concise synthetic approaches for making an unsaturated bicyclic oxamazin core are reported. The first involves the use of an intramolecular Diels-Alder reaction to form both of the fused rings in one step. The second approach incorporates ring-closing olefin metathesis in the final step to form the second fused ring of the core. The scope of the second approach was also expanded further to afford larger ringed bicyclic systems.
SYNTHESIS OF UNSATURATED HYDROXY ACIDS BY THE COBALT CARBONYL AND PHASE TRANSFER CATALYZED CARBONYLATION OF VINYL EPOXIDES
Alper, Howard,Calet, Serge
, p. 1763 - 1766 (2007/10/02)
Phase transfer catalyzed reaction of vinyl epoxides with carbon monoxide, methyl iodide, catalytic amounts of cobalt carbonyl and TDA-1, affords β-hydroxy acids.High regioselectivity was observed in some cases.
