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Formation of 1,3-oxathioles and 1,3-oxaselencles by reactions of carbonyl-stabilized sulfonium ylides with elemental sulfur and selenium

✍ Scribed by Juzo Nakayama; Hidetoshi Sugiura; Masamatsu Hoshino; Hayao Kobayashi

Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
207 KB
Volume
26
Category
Article
ISSN
0040-4039

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✦ Synopsis

Carbonyl-stabilized sulfonium ylides readily react with elemental sulfur and selenium to afford 1,3-oxathiole and 1,3-oxaselenole derivatives, respectively, in good yields, thus providing a simple method for constructing these ring systems which uses easily accessible compounds as starting materials.

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✍ Akihiko Ishii; Ken Furusawa; Takenori Omata; Juzo Nakayama 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 English ⚖ 165 KB

## Abstract The reaction of 3,8‐bis(diazo)‐2,2,4,4,7,7,9,9‐octamethyldecane (**5**) with elemental selenium in 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU) at 130°C yielded 1,2‐di‐__tert__‐butyl‐3,3,6,6‐tetramethylcyclohexene (**1**) (64%) and __trans__‐3,8‐di‐__tert__‐butyl‐4,4,7,7‐tetramethyl‐1,2‐dis