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The absolute configuration of gambierol, a toxic marine polyether from the dinoflagellate, Gambierdiscus toxicus
β Scribed by Akio Morohashi; Masayuki Satake; Takeshi Yasumoto
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 172 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The axial C6-OH group in gambierol isolated from the dinoflagellate, Gambierdiscus toxicus, was inverted to equatorial disposition and esterified with (S)-and (R)-MTPA. NMR analysis of these esters established S configuration at C6, thus allowing determination of the absolute configuration of the whole rnoleeule.
π SIMILAR VOLUMES
The absolute configuration of (+)-sporochnol A, the fish deterrent from the Caribbean marine alga Sporochnus bolleanus, has been established as S based on the stereocontrolled synthesis of its (R)-(-)-enantiomer from (S)-epichlorohydrin. (~) 1997 Elsevier Science Ltd (+)-Sporochnol A 1 was isolated
quai Ernest-Ansermet, CH-I 2 1 1 Geneva 4 (20.111.95) The absolute configuration of a series of naturally occurring and semi-synthetic halogenated furanones is proposed on the basis of chemical interconversions and X-ray and CD analyses. The CD analyses clearly reveal that the presence of the allyli