Radical carbonylations with fluorous allyltin reagents

Ilhyong Ryu*, Tatsuro Niguma, Satoshi Minakata, Mitsuo Komatsu, Zhiyong Luo, Dennis P. Curran

*Corresponding author for this work

Research output: Contribution to journalArticle

52 Scopus citations

Abstract

'Propylene-spaced' fluorous allyltin reagents 2a and 2b were tested as mediators of radical carbonylations and found to be useful for four-component coupling reactions comprising RX 3, CO, alkenes, and 2 leading to β- functionalized β-allylated ketones 5. The biphasic workup (acetonitrile/FC- 72) was successfully carried out to separate 5 from tin compounds. Competition experiments suggested a modest reactivity of 2a for the chain propagation involving S(H)2' step in comparison with conventional allyltributyltin.

Original languageEnglish
Pages (from-to)2367-2370
Number of pages4
JournalTetrahedron Letters
Volume40
Issue number12
DOIs
StatePublished - 19 Mar 1999

Fingerprint Dive into the research topics of 'Radical carbonylations with fluorous allyltin reagents'. Together they form a unique fingerprint.

  • Cite this

    Ryu, I., Niguma, T., Minakata, S., Komatsu, M., Luo, Z., & Curran, D. P. (1999). Radical carbonylations with fluorous allyltin reagents. Tetrahedron Letters, 40(12), 2367-2370. https://doi.org/10.1016/S0040-4039(99)00188-4