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Beilstein J. Org. Chem. 2012, 8, 522–527, doi:10.3762/bjoc.8.59
Graphical Abstract
Figure 1: Synthetic route to transform oxyglycal I to a septanoside V.
Scheme 1: Reaction conditions: (i) NaOMe, PhMe, reflux, 8 h; (ii) methyl acrylate (for 3); tert-butyl acrylat...
Scheme 2: Reaction conditions: (i) phenylboronic acid (for 8); 4-methoxyphenylboronic acid (for 9); 3-methylp...
Scheme 3: Reaction conditions: (i) phenylacetylene (for 11); oct-1-yne (for 12); Pd(PPh3)2Cl2 (20 mol %), CuI...
Scheme 4: Reaction conditions: (i) Pd/C (10 %), H2, MeOH, rt, 24 h; (ii) NaBH4, MeOH, 0 °C to rt, 3 h.