Synthesis of spiroannulated dihydroisobenzofuranylated monosaccharides |
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Authors: | Sushil K Maurya |
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Institution: | Division of Organic Chemistry: Synthesis, Combi Chem-Bio Resource Center, National Chemical Laboratory, Pune 411 008, India |
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Abstract: | An efficient synthesis of spiroannulated dihydroisobenzofurans is achieved using easily accessible carbohydrate-derived furanyl propargyl ethers via an AuCl3 promoted intramolecular Diels-Alder (IMDA) reaction. The scope of the spiroannulation protocol was demonstrated using a diverse range of pentofuranosyl, hexofuransoyl and hexopyranosyl derived substrates in order to synthesize spiroannulated dihydroisobenzofurans. The reaction is high yielding, moisture tolerant, fast and uses only a catalytic amount of AuCl3. |
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