Total synthesis of prodigiosin, prodigiosene, and desmethoxyprodigiosin: Diels-Alder reactions of heterocyclic azadienes and development of an effective palladium (II …
DL Boger, M Patel
Index: Boger, Dale L.; Patel, Mona Journal of Organic Chemistry, 1988 , vol. 53, # 7 p. 1405 - 1415
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Citation Number: 192
Abstract
The total synthesis of prodigiosin (l), a red pigment first isolated from Serratia marcescens, possessing the characteristic pyrrolylpyrromethene skeleton of a class of naturally occurring polypyrroles exhibiting antimicrobial and cytotoxic properties, is detailed. The approach is based on the application of an inverse electron demand Diels-Alder reaction of dimethyl 1, 2, 4, 5-tetrazine-3, 6-dicarboxylat. e in a 1, 2, 4, 5-tetrazine-1, 2-diazine-pyrrole strategy for ...
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