On the Configurational Stability of α-Lithiated Sulfurated Styrene Oxides: Synthetic and Mechanistic Aspects
V Capriati, M Dammacco, S Florio…
Index: Capriati, Vito; Dammacco, Mariangela; Florio, Saverio; Perna, Filippo M.; Salomone, Antonio Phosphorus, Sulfur and Silicon and the Related Elements, 2011 , vol. 186, # 5 p. 1274 - 1277
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Abstract
Abstract The configurational stability of some sulfurated styrene oxides has been investigated. Chemical studies have shown that in THF at 157 K α-lithiated ortho-and para- phenylthiostyrene oxides are configurationally unstable and undergo a fast racemization on the time scale of the reaction, whereas α-lithiated meta-phenylthiostyrene oxide retains its stereochemical integrity for at least 60 min. The deprotonation-trapping methodology has ...
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