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Structural Study-Guided Development of Versatile Phase Transfer Catalysts for Asymmetric Conjugate Additions of Cyanide
Journal article   Open access   Peer reviewed

Structural Study-Guided Development of Versatile Phase Transfer Catalysts for Asymmetric Conjugate Additions of Cyanide

Brian A Provencher, Keith J Bartelson, Yan Liu, Bruce M Foxman and Li Deng
Angewandte Chemie (International ed.), Vol.50(45), pp.10565-10569
11/04/2011
PMCID: PMC3517059
PMID: 21919177

Abstract

Michael addition Hydrocyanation Asymmetric catalysis Phase-transfer catalysis Crystallography
Unprecedented phase‐transfer catalysts for the first example of an organocatalytic asymmetric conjugate addition of cyanide with acetone cyanohydrin are reported (see scheme). Utilizing an accessible cupreidinium salt and a cyanation reagent suitable for industrial scale, this reaction holds significant promise for practical asymmetric synthesis. The catalysts were developed as a result of key structural insights gained by X‐ray analysis.
url
https://doi.org/10.1002/anie.201105536View
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