A d,l-proline catalyzed diastereoselective trimolecular condensation: an approach to the one-pot synthesis of perhydrofuro[3,2-b]pyran-5-ones |
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| Authors: | Gowravaram Sabitha M. Raj Kumar J.S. Yadav A.C. Kunwar |
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| Affiliation: | a Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India
b NMR Group, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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| Abstract: | d,l-Proline was found to catalyze efficiently the one-pot trimolecular condensation of indoles, a sugar hydroxyaldehyde, and Meldrum’s acid followed by intramolecular cyclization with evolution of carbon dioxide and elimination of acetone to afford 7-(1H-3-indolyl)-2,3-dimethoxyperhydrofuro[3,2-b]pyran-5-ones. The reaction proceeded cleanly at ambient temperature to afford the products in good yields with high diastereoselectivity. |
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| Keywords: | smallcaps" >d, smallcaps" >l-Proline Furo-pyranone Indole Trimolecular condensation |
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