Total synthesis of asterriquinone B1
β Scribed by Kun Liu; Harold B. Wood; A.Brian Jones
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 194 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
This communication describes the first total synthesis of asterriquinone B 1, a representative member of a group of anti-tumor metabolites of Aspergillus terreus. The synthesis described herein is potentially applicable to other members of the asterriquinone family.
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The novel antifungal karnamicin B, (1), 5-hydroxy-3,4-dimethoxy-2-(2-(4-oxopentyl)-4-thiazolyl}pyridine-6-carboxamide was first synthesized via the formation of partially methylated trihydroxy pyridine by ring-transformation from the corresponding furan derivative and subsequent regioselective intro
## Abstract magnified image Asterriquinone D was easily synthesized in three steps from 2,5βdichloroβ1,4βbenzoquinone. The reaction of benzoquinone with indole in the presence of Pd(OAc)~2~, followed by oxidation with cerium (IV) ammonium nitrate (CAN) produced 3,6βdichloroβ2,5βbis (3βindolyl)β1,4