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Radical carbonylations with fluorous allyltin reagents

Ryu, I and Niguma, T and Minakata, S and Komatsu, M and Luo, Z and Curran, DP (1999) Radical carbonylations with fluorous allyltin reagents. Tetrahedron Letters, 40 (12). 2367 - 2370. ISSN 0040-4039

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'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.


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Item Type: Article
Status: Published
CreatorsEmailPitt UsernameORCID
Ryu, I
Niguma, T
Minakata, S
Komatsu, M
Luo, Z
Curran, DPcurran@pitt.eduCURRAN
Date: 19 March 1999
Date Type: Publication
Journal or Publication Title: Tetrahedron Letters
Volume: 40
Number: 12
Page Range: 2367 - 2370
DOI or Unique Handle: 10.1016/s0040-4039(99)00188-4
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0040-4039
Date Deposited: 29 Jul 2014 21:35
Last Modified: 02 Feb 2019 15:58


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