Journal
CHEMCATCHEM
Volume 12, Issue 13, Pages 3459-3462Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.202000545
Keywords
alkynes; carbocarbonation; carbopalladation; Suzuki cross-coupling; domino reactions
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Funding
- German Research Foundation (DFG) [WE 2932/7-2]
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An intramolecular palladium-catalyzed trans-carbocarbonation cascade is presented that consists of a formal anti-carbopalladation of an internal carbon-carbon triple bond terminated by a Suzuki cross-coupling reaction. The key to success in obtaining the anti-geometry of the emerging double bond is the use of alkyne units with substituents that avoid beta-hydride elimination (e. g. tert-butyl or silyl). The products, involving tetrasubstituted double bonds embedded in a seven- or eight-membered ring system, are formed in moderate to good yields.
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