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Chemistry for Sustainable Development

2012 year, number 2

Developing a Synthetic Approach to Diastereomerically Pure Sulphoxides from Pinane Series

A. V. AREFYEV,В В V. A. STARTSEVA and L. E. NIKITINA
Kazan State Medical University,
Ul. Butlerova 49, Kazan 420015 (Russia)
are-aleksandr@yandex.ru
Keywords: (1S)-(-)-ОІ-pinene, pinanyl sulphides, ОІ-hydroxysulphoxide, asymmetrical oxidation
Pages: 211–214

Abstract

A series of sulphides belonging to pinane family was obtained basing on (1<i>S</i>)-(–)-β-pinene and its oxide. The asymmetric oxidation of β-hydroxysulphide with the fragment of 2-mercaptoethanol using an oxidizing system such as Ti(O-<i>i</i>-Pr)<sub>4</sub>/R-C<sub>6</sub>H<sub>5</sub>CH(OH)COOH/<i>t</i>-BuOOH resulted in obtaining diastereomerically pure hydroxysulphoxide with pinane structure.