Ugi-type four-component reaction for a novel synthesis of 5-oxo-perhydrofuro[3,2-b]pyran carboxylate derivatives |
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| Authors: | B.V. Subba Reddy Nilanjan Majumder Deepak Chatterjee |
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| Affiliation: | a Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India
b Center for Nuclear Magnetic Resonance Spectroscopy, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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| Abstract: | The four-component coupling (4CC) of sugar hydroxyaldehyde, Meldrum’s acid, isocyanide, and a secondary alcohol in dichloromethane has been accomplished at room temperature in a highly stereoselective manner to produce a novel class of carbohydrate derivatives, 5-oxo-perhydrofuro[3,2-b]pyrans in good yields with trans-selectivity. The stereochemistry of the products was assigned by various NMR experiments. |
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| Keywords: | Meldrum&rsquo s acid Sugar hydroxyaldehyde Isocyanide Four-component reaction Furo[3,2-b]pyran-5-one |
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