Hirsutellones, [1] pyrrospirones, [2] and pyrrocidines [3] belong to a growing class of fungal secondary metabolites whose biological properties include antifungal and antibiotic activities.
Studies toward the total synthesis of the hirsutellones
β Scribed by Mingzheng Huang; Chong Huang; Bo Liu
- Publisher
- Elsevier Science
- Year
- 2009
- Tongue
- French
- Weight
- 390 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A strategy of tandem ketene-trapping/IMDA toward the total synthesis of the hirsutellones was attempted. The AB ring moiety of the hirsutellones was constructed with the proper stereochemistry.
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Synthesis of a bicyclic A-B-O-C ring system of RP-66453, an neurotensine receptor antagonist, with an endo aryl-aryl and an endo aryl-aryl ether bond is described. An alternative synthetic strategy starting from the construction of functionalized B-O-C cycloisodityrosine unit is also detailed.