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Beilstein J. Org. Chem. 2007, 3, No. 41, doi:10.1186/1860-5397-3-41
Graphical Abstract
Scheme 1: The skeletons of useful aza-spiroketals and some naturally occurring hydroxylated indolizidines.
Scheme 2: Synthetic strategy based on N,O-dibenzylmalimide (4).
Scheme 3: Stereoselectivity synthesis of aza-spiropyran 7.
Figure 1: The observed NOE correlations (in part) and the region expanded NOESY spectrum of compound 7.
Scheme 4: Stereoselective synthesis of (1S,8aR)-1-hydroxyindolizidine (ent-3).
Scheme 5: One-pot synthesis of ent-3 from amino alcohol 8.