Palladium catalyzed addition of carbon pronucleophiles to conjugated enynes

Vladimir Gevorgyan, Chie Kadowaki, Matthew M. Salter, Isao Kadota, Shinichi Saito, Yoshinori Yamamoto

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Palladium catalyzed addition of certain carbon pronucleophiles 2 to conjugated enynes 1 afforded the corresponding allenes 3 in good to excellent yields. The most reactive methynes such as methylmalononitrile 2c enabled to undergo double addition leading to alkenes 4. Catalyst optimization supported Pd2(dba)3·CHCl3 - dppf combination as the best system among all catalysts tested. The plausible mechanisms for these catalytic reactions were proposed.

Original languageEnglish
Pages (from-to)9097-9106
Number of pages10
JournalTetrahedron
Volume53
Issue number27
DOIs
Publication statusPublished - Jul 7 1997
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Palladium catalyzed addition of carbon pronucleophiles to conjugated enynes'. Together they form a unique fingerprint.

  • Cite this

    Gevorgyan, V., Kadowaki, C., Salter, M. M., Kadota, I., Saito, S., & Yamamoto, Y. (1997). Palladium catalyzed addition of carbon pronucleophiles to conjugated enynes. Tetrahedron, 53(27), 9097-9106. https://doi.org/10.1016/S0040-4020(97)00602-9