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

โœ Scribed by M. TOKUMASU; A. SASAOKA; R. TAKAGI; Y. HIRAGA; K. OHKATA

Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
28
Category
Article
ISSN
0931-7597

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โœฆ Synopsis

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/ KPF6 yields the desired product, TiBr4, MgBr2, and ZnBr2 afford furan rings as major components. Only open-chain products are obtained with TiCl4 or aq. HBr. -(TOKUMASU, M.; SASAOKA, A.;

๐Ÿ“œ SIMILAR VOLUMES

ChemInform Abstract: Selective Ring Expa
ChemInform Abstract: Selective Ring Expansion of Oxirane into Tetrahydropyran and Tetrahydrofuran by Reagent-Controlled Conditions.
โœ Munetaka Tokumasu; Asami Sasaoka; Yoshikazu Hiraga; Katsuo Ohkata ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 27 KB ๐Ÿ‘ 1 views

## 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

ChemInform Abstract: Ring Opening of Oxi
ChemInform Abstract: Ring Opening of Oxiranes Catalyzed by Mn-Salen Immobilized Mesoporous Materials.
โœ M. Lakshmi Kantam; B. M. Choudary; B. Bharathi ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 27 KB ๐Ÿ‘ 1 views

Ring Opening of Oxiranes Catalyzed by Mn-Salen Immobilized Mesoporous Materials. -The title reaction is described for various epoxides, e.g. cyclohexene epoxide, with nucleophiles such as Tms-N 3 , Tms-CN and aniline catalyzed by Mn complexes immobilized on mesoporous materials.