Novel synthesis of the C1-C15 polyether domain of the thyrsiferol and venustatriol natural products.
[formula: see text] A convergent construction of the C1-C15 domain of the thyrsiferol-related natural products has been developed. This involved the separate construction of C1-C7 and C8-C15 fragments, their organochromic-mediated coupling, and subsequent reductive closure of the B ring. This synthetic A-B-C ring construct will be useful for the total synthesis of the biologically active polyether squalenoid natural products, as well as their non-natural analogues.
González
I C
IC
Department of Chemistry, University of Minnesota, Minneapolis 55455, USA.
Forsyth
C J
CJ
D000970:Antineoplastic Agents / Q000138:chemical synthesis; D000998:Antiviral Agents / Q000138:chemical synthesis; D004791:Enzyme Inhibitors / Q000138:chemical synthesis; D004987:Ethers / Q000737:chemistry; D056890:Eukaryota / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis*; D011714:Pyrans / Q000138:chemical synthesis*
D000970:Antineoplastic Agents; D000998:Antiviral Agents; D004791:Enzyme Inhibitors; D004987:Ethers; D005663:Furans; D011714:Pyrans; C410453:venustatriol; C410452:thyrsiferol