Synthetic Study toward Antitumour Natural Product Pericosine A

The stereoselective total synthesis of methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxy-1-cyclohex-1-enecarboxylate (1), which had been reported as the antitumour marine natural product pericosine A, from (−)-quinic acid was achieved. From the total synthesis, it was confirmed that the reported stereo...

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Veröffentlicht in:Chemistry letters 2005-07, Vol.34 (7), p.1062-1063
Hauptverfasser: Usami, Yoshihide, Ueda, Yasuko
Format: Artikel
Sprache:eng
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Zusammenfassung:The stereoselective total synthesis of methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxy-1-cyclohex-1-enecarboxylate (1), which had been reported as the antitumour marine natural product pericosine A, from (−)-quinic acid was achieved. From the total synthesis, it was confirmed that the reported stereostructure of pericosine A was incorrect because the spectroscopic data of the synthetic product were not identical with those of the natural compound.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2005.1062