A short and practical route to the tricyclic core of an unnatural pseudopterosin diastereoisomer is presented. Key features are an arene alkylation with a g-methylene-g-butyrolactone, viz. 1014, and an elaborate reduction sequence 1417 which both proceed diastereoselectively.
A synthetic approach to the pseudopterosins using cascade technology
โ Scribed by David C. Harrowven; Shelagh T. Dennison; Peter Howes
- Book ID
- 104214387
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 294 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
A rapid synthetir entry towards the pseudoprerosins. o class of dilerpenes which display parent anti-
in@mmatory and analgesic properties, is described. The key feature of this approach is the use of a sequential intromolerular, bwis arid mediared Fried4CrojIs alkylnrion -Friedel-Crafis arylarion sequenre, viz 14 to 15. to esmblish the triryrlir carbon framework.
๐ SIMILAR VOLUMES
Mitosenes, the chemical degradation products of the mitomycins, 1 are synthetically accessible through a number of approaches which build the pyrrolisidine system onto an existing 6membered ring. 2 We offer here an alternative, rapid assembly of the ring system, from which access to optically activ