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Synthesis 2007(20): 3219-3225
DOI: 10.1055/s-2007-990798
DOI: 10.1055/s-2007-990798
PAPER
© Georg Thieme Verlag Stuttgart · New York
Stereoselective Syntheses of Diastereomers of Antitumor Natural Product Pericosine A from (-)-Quinic Acid
Further Information
Publication History
Received
18 May 2007
Publication Date:
21 September 2007 (online)


Abstract
The stereoselective syntheses of diastereomers of antitumor natural pericosine A from (-)-quinic acid were achieved. One of the diastereomers, methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxycyclohex-1-enecarboxylate, possesses the reported structure of pericosine A. The reported relative configuration of natural pericosine A was shown to be incorrect.
Key words
stereoselective synthesis - marine natural product - pericosine A - diastereomer