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ChemInform Abstract: Asymmetric Base-Catalyzed Diels-Alder Reaction of 3-Hydroxy-2-pyrone with N-Methylmaleimide.

✍ Scribed by H. OKAMURA; Y. NAKAMURA; T. IWAGAWA; M. NAKATANI

Book ID: 112034902
Publisher: John Wiley and Sons
Year: 2010
Weight: 29 KB
Volume: 27
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199630051

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Asymmetric total synthesis of (+)-epiepoformin was achieved in short steps using the base-catalyzed asymmetric Diels-Alder (DA) reaction of 3-hydroxy-2-pyrone with chiral acrylate. Since the synthesis produced Ogasawara's intermediate, it is also presented as a formal synthesis of (-)-theobroxide.