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ChemInform Abstract: Selective Ring Expansion of Oxirane into Tetrahydropyran and Tetrahydrofuran by Reagent-Controlled Conditions.

✍ Scribed by Munetaka Tokumasu; Asami Sasaoka; Yoshikazu Hiraga; Katsuo Ohkata

Publisher: John Wiley and Sons
Year: 2010
Weight: 27 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199915130

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✦ Synopsis

Selective Ring Expansion of Oxirane into Tetrahydropyran and

Tetrahydrofuran by Reagent-Controlled Conditions.

-The oxirane (I) is treated with a variety of acids in order to study its ability to form furan and/or pyran rings. The desired products, synthons of natural compounds, are formed in the cases presented in the scheme. -(TOKUMASU, MUNETAKA;

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ChemInform Abstract: Selective Conversion of Bromo Oxirane into Tetrahydropyranylacrylate by Epoxide Ring Opening.

✍ M. TOKUMASU; A. SASAOKA; R. TAKAGI; Y. HIRAGA; K. OHKATA 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 2 views

Selective Conversion of Bromo Oxirane into Tetrahydropyranylacrylate by Epoxide Ring Opening. -With the aim to construct the tetrahydropyran skeleton of rhopaloic acid and hippospongic acid, ring expansion of title compound (I) is investigated with various Lewis acids. Whereas the combination AgNO3