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Synthesis 2004(15): 2493-2498
DOI: 10.1055/s-2004-831240
DOI: 10.1055/s-2004-831240
PAPER
© Georg Thieme Verlag Stuttgart · New York
First Total Synthesis of (±)-Prelunularin
Further Information
Received
20 May 2004
Publication Date:
22 September 2004 (online)
Publication History
Publication Date:
22 September 2004 (online)
Abstract
The first total synthesis of (±)-prelunularin is described employing an intramolecular aldol addition/sulfinate elimination tandem reaction. Investigations on the mechanism of the one-pot cyclization reaction using time-dependent NMR spectroscopy suggested that the sulfinate elimination took place before the intramolecular ring-closing aldol addition.
Key words
tandem reactions - natural products - intramolecular cyclization
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