Cover Picture: Critical Switching of Cyclization Modes of Polyepoxides in Acidic Aqueous Media and Neutral Water: Synthesis and Revised Structure of a Nerolidol‐Type Sesquiterpenoid (Angew. Chem. Int. Ed. 30/2019)

Cover Picture: Critical Switching of Cyclization Modes of Polyepoxides in Acidic Aqueous Media and Neutral Water: Synthesis and Revised Structure of a Nerolidol‐Type Sesquiterpenoid (Angew. Chem. Int. Ed. 30/2019)

The epoxide‐opening cascade cyclization of polyepoxides, which produces tetrahydrofuran (THF) in acidic aqueous media, produces tetrahydropyran (THP) in neutral water, as shown by K. Nishikawa, Y. Morimoto, and co‐workers in their Communication on page 10168 ff. A railway junction is used to illustr...

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Veröffentlicht in:Angewandte Chemie International Edition 2019-07, Vol.58 (30), p.10011-10011
Hauptverfasser: Nishikawa, Keisuke, Morita, Kengo, Hashimoto, Subaru, Hoshino, Akihiro, Ikeuchi, Takumi, Kumagai, Momochika, Morimoto, Yoshiki
Format: Artikel
Sprache:eng
Schlagworte:
biomimetic synthesis
cyclization
diastereoselectivity
natural products
terpenoids
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Zusammenfassung:The epoxide‐opening cascade cyclization of polyepoxides, which produces tetrahydrofuran (THF) in acidic aqueous media, produces tetrahydropyran (THP) in neutral water, as shown by K. Nishikawa, Y. Morimoto, and co‐workers in their Communication on page 10168 ff. A railway junction is used to illustrate the switching of polyepoxide cyclization modes. The trolley splash on the right side represents the formation of THP by heating polyepoxides in neutral water.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201907848