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Start Over "Momochika Kumagai" Journal angewandte chemie
4 results on '"Momochika Kumagai"'

1. Critical Switching of Cyclization Modes of Polyepoxides in Acidic Aqueous Media and Neutral Water: Synthesis and Revised Structure of a Nerolidol‐Type Sesquiterpenoid

Author

Yoshiki Morimoto, Kengo Morita, Subaru Hashimoto, Akihiro Hoshino, Keisuke Nishikawa, Momochika Kumagai, and Takumi Ikeuchi

Subjects
Aqueous medium, 010405 organic chemistry, Absolute configuration, General Chemistry, Tetrahydropyran, General Medicine, 010402 general chemistry, 01 natural sciences, Combinatorial chemistry, Catalysis, 0104 chemical sciences, chemistry.chemical_compound, chemistry, Cascade, Tetrahydrofuran, Nerolidol
Abstract

Biomimetic epoxide-opening cascades of polyepoxides enable the efficient and rapid construction of polyether frameworks. Herein, we show that the epoxide-opening cascade cyclization that affords tetrahydrofuran products in acidic aqueous media produces tetrahydropyran (THP) in neutral water. THP formation proceeded by simply heating polyepoxides in neutral water and followed a different cyclization mode from those observed so far. The novel cascade cyclization in H2 O was applied to the synthesis of a new nerolidol-type sesquiterpenoid, resulting in revision of the proposed structure and determination of the absolute configuration.

Published
2019
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3. Titelbild: 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. 30/2019).

Author

Nishikawa, Keisuke, Morita, Kengo, Hashimoto, Subaru, Hoshino, Akihiro, Ikeuchi, Takumi, Kumagai, Momochika, and Morimoto, Yoshiki

Subjects
PRESS, WATER, TETRAHYDROFURAN
Abstract

Highlights from the article: Titelbild: Critical Switching of Cyclization Modes of Polyepoxides in Acidic Aqueous Media and Neutral Water: Synthesis and Revised Structure of a Nerolidol-Type Sesquiterpenoid (Angew. Im Titelbild steht eine Schienenweiche für diesen divergierenden Verlauf der Polyepoxid-Cyclisierung, wobei der rechte Waggon die THP-Bildung beim Erhitzen in neutralem Wasser darstellt. Eine Alkyl-MOF-basierte Methan-Nanofalle mit gegenüberliegenden offenen Metallzentren und dichten Alkylgruppen wird von S. Ma, Z. Niu et al. in ihrer Zuschrift auf S. 10244 vorgestellt.

Published
2019
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4. Critical Switching of Cyclization Modes of Polyepoxides in Acidic Aqueous Media and Neutral Water: Synthesis and Revised Structure of a Nerolidol‐Type Sesquiterpenoid.

Author

Nishikawa, Keisuke, Morita, Kengo, Hashimoto, Subaru, Hoshino, Akihiro, Ikeuchi, Takumi, Kumagai, Momochika, and Morimoto, Yoshiki

Subjects
WATER, PRESS, CONSTRUCTION, PLASMA beam injection heating, REVISIONS
Abstract

Biomimetic epoxide‐opening cascades of polyepoxides enable the efficient and rapid construction of polyether frameworks. Herein, we show that the epoxide‐opening cascade cyclization that affords tetrahydrofuran products in acidic aqueous media produces tetrahydropyran (THP) in neutral water. THP formation proceeded by simply heating polyepoxides in neutral water and followed a different cyclization mode from those observed so far. The novel cascade cyclization in H2O was applied to the synthesis of a new nerolidol‐type sesquiterpenoid, resulting in revision of the proposed structure and determination of the absolute configuration. [ABSTRACT FROM AUTHOR]

Published
2019
Full Text
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