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Updated: Aug 17, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Stereoselective conjugate radical additions: application of a fluorous oxazolidinone chiral auxiliary for efficient
Jason E Hein1, Jake Zimmerman, Mukund P Sibi
1Department of Chemistry, University of Manitoba, Winnipeg, MB, R3T 2N2 Canada.
Abstract:
[reaction: see text] A series of asymmetric free-radical-mediated intermolecular conjugate additions using a fluorous oxazolidinone chiral auxiliary has been completed. The fluorous auxiliary facilitated product isolation using fluorous solid phase extractions (FSPE), effectively removing excess organic and organometallic reagents. Parallel reactions carried out with a similar but nonfluorous norephedrine-derived oxazolidinone demonstrated the superior stereoselectivity and purification obtainable with the fluorous chiral auxiliary.
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