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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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.

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Details

Item Type:	Article
Status:	Published
Creators/Authors:	Creators Email Pitt Username ORCID Ryu, I Niguma, T Minakata, S Komatsu, M Luo, Z Curran, DP curran@pitt.edu CURRAN
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
URI:	http://d-scholarship-dev.library.pitt.edu/id/eprint/22459

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