XVI
List of Schemes
2.13 Enhanced one-pot synthesis of chlorolactone oxime 6a. . . . . 24
2.14 Synthesis of bromolactone oxime 6b reported by Kaminskyy
et al. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 24
2.15 Proposed chlorination of succinimide. . . . . . . . . . . . . . 25
2.16 Oxidation attempt with NCS. . . . . . . . . . . . . . . . . . . 25
2.17 One-pot synthesis of bromolactone oxime 6b. . . . . . . . . . 26
2.18 Synthesis of 7b. . . . . . . . . . . . . . . . . . . . . . . . . . . 30
2.19 Synthesis of picolylimine 31a. . . . . . . . . . . . . . . . . . . 32
2.20 One-pot deacetylation-deoximation of bromolactone 7b. . . . 34
2.21 Decarbonylation of β-hydroxy ketone 8b . . . . . . . . . . . . 34
2.22 Dually activated retro-aldol formaldehyde elimination. . . . . 35
2.23 Failed retro-chlorolactonisation of 27a. . . . . . . . . . . . . . 35
2.24 Retro-bromolactonisation of 8b. . . . . . . . . . . . . . . . . 36
2.25 The herein reported semisynthesis of hederagonic acid (1). . . 37
2.26 β-Hydroxy ketone 8b as potential branching point. . . . . . . 40