Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 10, Pages 4699-4703Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo5004168
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Funding
- Fonds der Chemischen Industrie
- Deutsche Forschungsgemeinschaft
- Heinrich-Heine-Universitat Dusseldorf
- Forschungszentrum Julich GmbH
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A new highly diastereoselective synthesis of chiral a-substituted allylboronic esters, based on a one-pot, three-step cascade, is presented. The palladium- and acid-cocatalyzed reaction cascade involves a desilylation of a TBS-protected allylic alcohol, borylation, and addition of an allyl group to an aldehyde. Herein we present the first application of a TBS-protected allylic alcohol in a palladium-catalyzed borylation/allylation reaction.
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