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

Abstract

A series of sulphides belonging to pinane family was obtained basing on (1S)-(–)-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-Pr)4/R-C6H5CH(OH)COOH/t-BuOOH resulted in obtaining diastereomerically pure hydroxysulphoxide with pinane structure.




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