ol6b03491_si_001.pdf (9.32 MB)
Diastereoselective Michael–Claisen Cyclizations of γ‑Oxa-α,β-unsaturated Ketones en Route to 5‑Oxatetracyclines
journal contribution
posted on 2016-12-20, 15:05 authored by Fan Liu, Peter M. Wright, Andrew G. Myers5-Oxatetracyclines
were synthesized from d-arabinose using
sequential Michael–Claisen cyclization reactions via a 5-oxa-AB
enone substrate. The 5-oxatetracyclines were found to have poor stability
in aqueous buffer (pH 7.4, 37 °C) and showed little to no inhibition
of bacterial growth (S. aureus, E. coli).