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). Issue 30 (9th July 2019)

• Record Type: Journal Article
• Authors: Nishikawa, Keisuke; Morita, Kengo; Hashimoto, Subaru; Hoshino, Akihiro; Ikeuchi, Takumi; Kumagai, Momochika; Morimoto, Yoshiki
• Is Part Of: Angewandte Chemie international edition. Volume 58:Issue 30(2019)
• Page Start: 10011
• Page End: 10011
• Publication Date: 2019-07-09
• Subjects: biomimetic synthesis -- cyclization -- diastereoselectivity -- natural products -- terpenoids; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201907848
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract : 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.