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Synthesis 2004(11): 1844-1848
DOI: 10.1055/s-2004-829139
DOI: 10.1055/s-2004-829139
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Virgatol and Virgatenol, Two Naturally Occurring Coumarins from Pterocaulon virgatum (L.) DC, and 7-(2,3-Epoxy-3-methylbutoxy)-6-methoxycoumarin, Isolated from Conyza obscura DC
Further Information
Received
4 December 2003
Publication Date:
13 July 2004 (online)
Publication History
Publication Date:
13 July 2004 (online)
Abstract
The synthesis of a number of naturally occurring coumarins from Pterocaulon virgatum (L.) and Conyza obscura DC is described for the first time. It concerns the synthesis of 7-(2-hydroxy-3-methoxy-3-methylbutoxy)-6-methoxycoumarin (virgatol, 1), 7-(2-hydroxy-3-methyl-3-butenyloxy)-6-methoxycoumarin (virgatenol, 2) and 7-(2,3-epoxy-3-methylbutoxy)-6-methoxycoumarin (3). In addition, a straightforward synthesis of scopoletin (4) (7-hydroxy-6-methoxycoumarin) is reported and the synthesis of a new coumarin derivative, 6-methoxy-7-(2-oxo-3-methylbutoxy)coumarin (7), is described.
Keywords
virgatol - virgatenol - coumarins - natural products - Wittig reactions - epoxides
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