Absolute stereochemistries of the aplysiatoxins and oscillatoxin A

Absolute stereochemistries of the aplysiatoxins and oscillatoxin A

Optical and proton NMR spectral studies of the aplysiatoxins and derivatives, degradation products of the toxins, and an X-ray crystallographic analysis of 19,21-dibromoaplysiatoxin show that the absolute configurations of the ten asymmetric carbons are 3S,4R,7S,9S,10S,11R,12S,15S,29R,30R. The 31-no...

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Veröffentlicht in:Journal of organic chemistry 1984-06, Vol.49 (13), p.2484-2489
Hauptverfasser: Moore, Richard E, Blackman, Adrian J, Cheuk, Chad E, Mynderse, Jon S, Matsumoto, Gayle K, Clardy, Jon, Woodard, Ronald W, Craig, J. Cymerman
Format: Artikel
Sprache:eng
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Marine
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Zusammenfassung:Optical and proton NMR spectral studies of the aplysiatoxins and derivatives, degradation products of the toxins, and an X-ray crystallographic analysis of 19,21-dibromoaplysiatoxin show that the absolute configurations of the ten asymmetric carbons are 3S,4R,7S,9S,10S,11R,12S,15S,29R,30R. The 31-nor compound, oscillatoxin A, has the same absolute stereochemistry at C(3), C(4), C(7), C(9), C(10), C(11), C(12), C(15), and C(29).
ISSN:0022-3263
1520-6904
DOI:10.1021/jo00187a035