Palladium Catalyzed Addition of Carbon Pronucleophiles to Conjugated Enynes. -A new, catalytic route to the synthesis of differently substituted allenes is developed by addition of cyano-based carbon nucleophiles to conjugated enynes. Pd2(dba)3β’CHCl3/dppf is found to be the best catalytic system fo
Palladium catalyzed addition of carbon pronucleophiles to conjugated enynes
β Scribed by Vladimir Gevorgyan; Chie Kadowaki; Matthew M. Salter; Isao Kadota; Shinichi Saito; Yoshinori Yamamoto
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 461 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0040-4020
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β¦ Synopsis
Palladium catalyzed addition of certain carbon pronucleophiles 2 to conjugated enynes l afforded the corresponding allenes 3 in good to excellent yields. The most reactive methynes such o.~ methylmalononitrile 2e enabled to undezgo double addition leading to alkenes 4. Catalyst optimization supported Pd2(dba)3,0 CHCI3 -dppfcombination as the best system among all catalysts tested. The plausible mechanisms for these catalytic reactions were proposed.
π SIMILAR VOLUMES
The [(~3-C3Hs)PdCI]2-dppf-AcOH catalytic system effected the hydroamination of conjugated enynes I leading to the formation of (E)-isomer of alkenic 1,4-diamines in stereoselective fashion.
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