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Oxidant free one-pot transformation of bio-based 2,5-bis-hydroxymethylfuran into α-6-hydroxy-6-methyl-4-enyl-2H-pyran-3-one in water

Paper ID Volume ID Publish Year Pages File Format Full-Text
45218 46407 2016 6 PDF Available
Title
Oxidant free one-pot transformation of bio-based 2,5-bis-hydroxymethylfuran into α-6-hydroxy-6-methyl-4-enyl-2H-pyran-3-one in water
Abstract

•The bio-based 2,5-hydroxymethylfuran is transformed into a pyranone derivative.•Pyranones are useful synthons for the preparation of biologically active compounds.•Amberlyst 15® is employed as an environmental friendly recoverable and recyclable acid catalyst.•The reaction is selective and occurs under mild conditions in water.•Reaction conditions are greener than those usually employed for the synthesis of pyranones.

A new synthetic route for obtaining α-6-hydroxy-6-methyl-4-enyl-2H-pyran-3-one, a useful synthon for the preparation of biologically active compounds, has been developed from the bio-based platform derivative (2,5-bis-hydroxymethylfuran) BHMF. The reaction occurs with good selectivity in water, under mild conditions and employing an heterogeneous recyclable acid (Amberlyst 15®) as catalyst, avoiding the use of oxidizing agents. The reaction provides access to poly-oxygenated compounds characterized by a molecular motif commonly found in many natural products.

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Keywords
Amberlyst 15®; 2,5-bis-hydroxymethylfuran; Biomass derivatives; Pyranones; Acid catalysis
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Oxidant free one-pot transformation of bio-based 2,5-bis-hydroxymethylfuran into α-6-hydroxy-6-methyl-4-enyl-2H-pyran-3-one in water
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis B: Environmental - Volume 180, January 2016, Pages 38–43
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us