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Beilstein J. Org. Chem. 2006, 2, No. 9, doi:10.1186/1860-5397-2-9
Graphical Abstract
Scheme 1: The furan-nitroacylate approach to poly hydroxylated ACHC derivatives
Scheme 2: Reagents: i. Furan (see box); ii. Zn, HCl., EtOH then Boc2O, Et3N, 2b 89%, 3b 77%; iii. KHMDS, THF,...
Figure 1: Selected NOESY Correlations for 6–9
Scheme 3: Reagents: i. mCPBA, CH2Cl2 11 : 12 (9 : 1) 77%, 15 82%; ii. Ac2O, Py then mCPBA, CH2Cl2 (13 only) 6...
Figure 2: Selected NOESY Correlations for 14–16 (R = Boc)
Scheme 4: Reagents: i. OsO4, Me3NO.H2O, acetone 18 78% from 4 ii. TBSCl, imidazole, CH2Cl2, 17 66% from 2b; i...
Figure 3: Selected NOESY correlations for 24 – 26
Scheme 5: Reagents: i. HClO4, H2O/acetone; v. Ac2O, pyridine; iii. H2, Pd/C, 24 71%, 25 67%, 26 71%