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Dr. Martin Arthuis, Rodolphe Beaud, Prof. Dr. Vincent Gandon and Dr. Emmanuel Roulland Counteranion-Directed Catalysis in the Tsuji–Trost Reaction: Stereocontrolled Access to 2,5-Disubstituted 3-Hydroxy-Tetrahydrofurans Angewandte Chemie International Edition 51

Version of Record online: 20 SEP 2012 | DOI: 10.1002/anie.201205479

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Hydrogen bonds can play a prominent role in organometallic catalysis, as shown for the title reaction, in which a counteranion directs the cyclization through the formation of hydrogen bonds that likely involve a proton of the π-allyl/palladium species itself. The reaction allows access to four out of the eight stereoisomers of 2,5-disubstitued 3-hydroxy-tetrahydrofurans and thus fragments of complex natural products.

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