92144-09-7Relevant academic research and scientific papers
Thermal Cycloaddition of Dimethyl 1,2,4,5-Tetrazine-3,6-dicarboxylate with Electron-Rich Olefins: 1,2-Diazine and Pyrrole Introduction. Preparation of Octamethylporphin (OMP)
Boger, Dale L.,Coleman, Robert S.,Panek, James S.,Yohannes, Daniel
, p. 4405 - 4409 (1984)
An investigation of the inverse electron demand Diels-Alder reactions of dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate with electron-rich olefins for the introduction of 1,2-diazines and pyrroles is described.A short synthesis of 2,3,7,8,12,13,17,18-octamethylporphin (OMP) is detailed.
Diels-Alder Reactions of Heterocyclic Azadienes: Total Synthesis of PDE-II Methyl Ester
Boger, Dale L.,Coleman, Robert S.
, p. 3250 - 3252 (1986)
The total synthesis of the methyl ester of PDE-II (2), a 3',5'-c-AMP phosphodiesterase inhibitor constituting the central and right-hand 1,2-dihydro-3H-pyrroloindole segment of the potent antitumor-antibiotic CC-1065, is described and is based on the utilization of two heterocyclic azadiene Diels-Alder reactions: an inverse electron demand Diels-Alder reaction of dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate and a subsequent intramolecular Diels-Alder reaction of an alkyne 1,2-diazine.
