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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 184, 2009 - Issue 6: Honoring the 70th Birthday of Marian Mikolajczyk
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Original Articles

Syntheses of the Optically Active Terpene Hydroxyphenylselenides

Jacek Ścianowski Faculty of Chemistry, Nicolaus Copernicus University, Torun, Poland
&
Mirosław Wełniak Faculty of Chemistry, Nicolaus Copernicus University, Torun, Poland
Pages 1440-1447 | Received 03 Jan 2008, Accepted 24 Jan 2008, Published online: 06 Jun 2009
 
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Abstract

The optically active hydroxyphenylselenides derived from the p-menthane, carane, and pinane systems have been obtained. Two methods of hydroxyphenylselenides synthesis have been compared. The first method is based on the reaction of alkenes with N-(phenylseleno)succinimide in the presence of water, and the second from epoxides as a result of the reaction with sodium benzeneselenolate. The influence of the substrate structures on the composition of the obtained products has been demonstrated.

Acknowledgments

Dedicated to Professor Marian Mikołajczyk, CBMiM PAN in Łódź, Poland, on the occasion of his 70th birthday.

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