131944-39-3Relevant academic research and scientific papers
Synthesis of the Unique All-cis Cyclopentanetetraol Moiety in Funiculosin
Begley, Michael J.,Madeley, John P.,Pattenden, Gerald,Smith, Graham F.
, p. 57 - 65 (2007/10/02)
A total synthesis of the all-cis cyclopentanetetraol moiety 2,3,4,5-tetrahydroxycyclopentane-1-acetonitrile, present in the antiviral substance funiculosin produced by Penicillium funiculosum, is described.Conversion of the known cyclopent-4-ene-1,2,3-tri
STUDIES TOWARDS FUNICULOSIN. SYNTHESIS OF THE UNIQUE ALL-CIS CYCLOPENTANETETROL MOIETY
Pattenden, Gerald,Smith, Graham F.
, p. 6557 - 6560 (2007/10/02)
A total synthesis of the all-cis cyclopentanetetrol moiety (19) present in funiculosin (1), featuring the Claisen-Ireland rearrangement (8) -> (9), iodolactonisation (9) -> (10a), and the intramolecular oxygen nucleophile displacement (14) -> (16), as key steps, is described.
