Enantioselective Total Synthesis of the Highly Oxygenated 1,10-seco-Eudesmanolides Eriolanin (Ia) and Eriolangin (Ib).
✍ Scribed by Joern Merten; Roland Froehlich; Peter Metz
- Publisher
- John Wiley and Sons
- Year
- 2005
- Weight
- 11 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0931-7597
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## Abstract Using a sultone as the key intermediate, the first enantioselective total synthesis of the antileukemic 1,10‐__seco__‐eudesmanolides (–)‐eriolanin (**1**) and (–)‐eriolangin (**2**) was achieved, which also established the hitherto unknown absolute configuration of these sesquiterpene l
A solution of [Ru,(CO),,] (200 mg. 0.32 mmol) and freshly distilled diazocyclopentadieiie [I31 (30 pL. 0.5 mmol) in dried T H F (40 mL) was heated at reflux under nitrogen lbi irnc hour. After evaporation of the solvent. thin-layer chromatography (SiO?) of Ihc orange-rcd residue. eluting with pentan