Total synthesis of strobilurin B using a hetero-bis-metallated pentadiene linchpin.
An efficient, six-step stereocontrolled total synthesis of the antifungal agent strobilurin B is reported and was based on a convergent bi-directional coupling featuring a hetero-bis-1,4-metallated pentadiene system as the linchpin.
Department of Chemistry, The Ohio State University, 100 West 18th Ave., Columbus, 43210, USA. coleman@chemistry.ohio-state.edu
Robert S
RS
Coleman
Xiaoling
X
Lu
D000466:Alkadienes / Q000737:chemistry*; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002384:Catalysis; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis / Q000494:pharmacology; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry; D008670:Metals / Q000737:chemistry*; D008689:Methacrylates / Q000138:chemical synthesis / Q000494:pharmacology; D008956:Models, Chemical; D010165:Palladium / Q000737:chemistry; D000073739:Strobilurins; D017971:Tin Compounds / Q000737:chemistry; D014753:Vinyl Compounds / Q000737:chemistry
D000466:Alkadienes; D000935:Antifungal Agents; D005231:Fatty Acids, Unsaturated; D006571:Heterocyclic Compounds; D007454:Iodides; D008670:Metals; D008689:Methacrylates; D000073739:Strobilurins; D017971:Tin Compounds; D014753:Vinyl Compounds; C031525:stannane; D010165:Palladium; C032657:strobilurin B