The total synthesis of (+)-dragmacidin F

NK Garg, DD Caspi, BM Stoltz

Index: Garg, Neil K.; Caspi, Daniel D.; Stoltz, Brian M. Journal of the American Chemical Society, 2004 , vol. 126, # 31 p. 9552 - 9553

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Citation Number: 174

Abstract

The first total synthesis of (+)-dragmacidin F has been accomplished, establishing the absolute configuration of this biologically important, antiviral marine alkaloid. The convergent route described features a palladium-mediated oxidative pyrrole carbocylization reaction to construct the [3.3. 1] bicycle, as well as a highly selective Suzuki coupling to build the carbon skeleton of the natural product. A late-stage Neber rearrangement allows for ...