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

Aljarilla Ana | Zendy; Córdoba Rubén | Zendy; Csaky Aurelio G. | Zendy; Fernández Israel | Zendy; López Ortiz Fernando | Zendy; Plumet Joaquín | Zendy; Ruiz Gómez Gloria | Zendy

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

Author(s) -

Aljarilla Ana,

Córdoba Rubén,

Csaky Aurelio G.,

Fernández Israel,

López Ortiz Fernando,

Plumet Joaquín,

Ruiz Gómez Gloria

Publication year - 2006

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200600239

Subject(s) - chemistry , ring (chemistry) , ring size , catalysis , cyanide , medicinal chemistry , stereochemistry , organic chemistry

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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