l7le synthcse of new I&d& cyc~ne co?npo& neoc&statin chrmwphore 1 by innmnolcculor aihl type cycl~m are described. doted to During the past two years the highly unusual structures of cycloaknediyne antibiotics such as neotxzinostatin chromophore (NCS Chrom),' eqeramicin, za calicheamicin %nddynemici
Synthesis of a new 10-membered ring functionalised cyclodiynol related to neocarziostatin chromophore
β Scribed by Jean Suffert
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 292 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The diyne system 5 is synthesized from 2-bromobenzaldehyde in eight steps through an intramolecular allyldlane-terminated cyclisation .
π SIMILAR VOLUMES
Electrolysis of a series of terminal allenic ketones, e.g. ( 4), (61, and ( 13) is shown to result in reductive cyclisation, through the exo-mode, producing five-membered rings, s. (5), (71, and ( 14) incorporating a bridgehead hydroxyl group.
## Summery: A convenient method for the synthesis of [3]-cumulenes based on a Uorner-Emmons type reaction of allenyldiphenylphosphine oxides with aldehydes or ketones has been describ'ed. A facile two-step synthesis of eneynecumulenes has been accomplished by this method. Neocarzinostatin chromoph
swrnnary: Three efficient routes to the title systems have been elaborated utilising 2-chloroquinoline-3-aldehyde acetals, 2-chloroquinoline-3ketones or 2-aminoquinoline-3-aldehydes. 2-Chloroquinoline-3-aldehydes (e.g.1: have been rendered readily available as described in earlier papers 2 and have