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Stereoselective oxidation of thiacalix[4]arenes with the NaNO3/CF3COOH system

✍ Scribed by Pavel Lhoták; Jiřı́ Morávek; Tomáš Šmejkal; Ivan Stibor; Jan Sýkora

Book ID
104254406
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
242 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

A series of alkyl substituted thiacalix [4]arene derivatives (being conformationally mobile or immobilised in the cone conformation) was used as the starting point for this study. It was demonstrated that the NaNO 3 /CF 3 COOH system can serve as an excellent oxidising agent. The oxidation of the bridging sulphur atoms smoothly leads to the corresponding tetrasulfoxides where alkyl and sulfoxide groups are oriented in the opposite directions in a stereoselective manner.

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