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The Absolute Configuration of Muamvatin

✍ Scribed by Dahmann, Georg ;Hoffmann, Reinhard W.


Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
1013 KB
Volume
1994
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

A degradation product 2 of muamvatin has been synthesized starting from the stereodefined building blocks 7 and 9. This synthesis allowed assignment of the absolute configuration of muamvatin as well as of the relative configuration at all stereocenters except for C‐11. The latter configuration is proposed on the basis of the ^1^H‐NMR data of natural muamvatin. Attempts have been made to clarify the configuration at C‐11 of muamvatin by synthesis starting from the aldehyde 9 and the ketones 28. magnified image


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## Abstract The CD. correlation of (3 S, 3β€²S)‐and (3 R, 3β€²R)‐actinioerythrol diacetate, obtained by total synthesis from β‐ionone, with actinioerythrin isolated from the sea anemone Actinia equina L. shows that the natural compound has the (3 S, 3β€²S)‐configuration.