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Elsevier, Tetrahedron Letters, 14(56), p. 1911-1914, 2015

DOI: 10.1016/j.tetlet.2015.02.116

Wiley-VCH Verlag, ChemInform, 31(46), p. no-no, 2015

DOI: 10.1002/chin.201531133

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Towards an asymmetric organocatalytic α-cyanation of β-ketoesters

This paper is available in a repository.
This paper is available in a repository.

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Abstract

This communication describes the first proof of concept for an asymmetric α-cyanation of β-ketoesters using a hypervalent iodine-based electrophilic cyanide-transfer reagent. A series of different organocatalysts has been investigated and it was found that the use of naturally occurring Cinchona alkaloids allows obtaining the target products in good yields and with moderate enantioselectivities up to e.r. = 76:24 under operationally simple conditions.