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Stereoselective Synthesis of Highly Substituted Tetrahydrofurans through Diverted Carbene OH Insertion Reaction |
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| Authors: | Simon M Nicolle Dr William Lewis Prof?Dr Christopher J Hayes Prof?Dr Christopher J Moody |
| Institution: | School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD (UK) |
| Abstract: | Copper‐ or rhodium‐catalyzed reactions of diazocarbonyl compounds with β‐hydroxyketones give highly substituted tetrahydrofurans with excellent diastereoselectivity. Under mild conditions, the single‐step process starts as a carbene O? H insertion reaction, but is diverted by an intramolecular aldol reaction. |
| Keywords: | aldol reaction carbenes diazo compounds tetrahydrofurans transition‐metal catalysis |