Synthesis of (+)-hernandulcin and (+)-epihernandulcin
โ Scribed by Jung Hun Kim; Hyun Jin Lim; Seung Hoon Cheon
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 57 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
+)-Hernandulcin 1, an extremely sweet bisabolane-type sesquiterpene, and (+)-epihernandulcin 2 were synthesized in six steps from (-)-isopulegol with 15 and 11% overall yields, respectively.
๐ SIMILAR VOLUMES
A facile total synthesis of (รพ)-hernandulcin (1) was accomplished from (2)-isopulegol in 6 steps with 15% overall yield. Epoxidation of (2)-isopulegol with m-chloroperbenzoic acid followed by opening of the epoxide 3a with prenyl Grignard afforded the tertiary alcohol 4a with correct C-6 and C-1 0 s
pulegol in seven steps and in 25% overall yield.