Confirmation of the Stereostructure of (+)-Cytostatin by Fluorous Mixture Synthesis of Four Candidate Stereoisomers

Mix and match: Four closely related candidate isomers for cytostatin have been synthesized by using the technique of fluorous mixture synthesis. Comparison of NMR, thin‐layer chromatography, and optical rotation data enabled the three isomers that were not cytostatin to be identified. Thus, by a pro...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2008-01, Vol.47 (6), p.1130-1133
Hauptverfasser: Jung, Won-Hyuk, Guyenne, Sabrina, Riesco-Fagundo, Concepción, Mancuso, John, Nakamura, Shuichi, Curran, Dennis P
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Sprache:eng
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Zusammenfassung:Mix and match: Four closely related candidate isomers for cytostatin have been synthesized by using the technique of fluorous mixture synthesis. Comparison of NMR, thin‐layer chromatography, and optical rotation data enabled the three isomers that were not cytostatin to be identified. Thus, by a process of elimination (disproof), the isomer corresponding to cytostatin was determined, and the 4S,5S,6S,9S,10S,11S configuration confirmed.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200704893