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Stereochemistry of the Tetrabutylammonium Cyanide-Catalyzed Cyanosylilation of Cyclic α,β-Epoxyketones – Dependence of the Diastereoselectivity on the Ring Size

✍ Scribed by Ana Aljarilla; Rubén Córdoba; Aurelio G. Csaky; Israel Fernández; Fernando López Ortiz; Joaquín Plumet; Gloria Ruiz Gómez


Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
194 KB
Volume
2006
Category
Article
ISSN
1434-193X

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✦ Synopsis


Abstract

The diastereoselective Bu~4~NCN‐catalyzed addition of TMSCN to cyclic α,β‐epoxyketones has been considered. Good diastereoselectivities were found, depending on the ring size of the starting material. Computational studies account for the observed diastereoselectivities. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)


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