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Synthesis of Polysubstituted α-Pyrones Using Zinc-Catalyzed Addition-Cyclization Reactions

✍ Scribed by Liu, Wei-Bing; Chen, Cui; Zhang, Qing; Zhu, Zhi-Bo

Book ID
126506762
Publisher
Journal of Heterocyclic Chemistry
Year
2014
Tongue
English
Weight
364 KB
Volume
51
Category
Article
ISSN
0022-152X

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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.