Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 29, Pages 8485-8489Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201502484
Keywords
aldol reaction; carbenes; diazo compounds; tetrahydrofurans; transition-metal catalysis
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Funding
- University of Nottingham
- Engineering and Physical Sciences Research Council [EP/K038869/1] Funding Source: researchfish
- EPSRC [EP/K038869/1] Funding Source: UKRI
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Copper- or rhodium-catalyzed reactions of diazocarbonyl compounds with beta-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.
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