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CsF–Celite catalyzed regio- and chemoselective SN2 type ring opening of epoxides with thiol

✍ Scribed by Vivek Polshettiwar; M.P. Kaushik


Book ID
119215251
Publisher
Elsevier Science
Year
2004
Tongue
English
Weight
263 KB
Volume
5
Category
Article
ISSN
1566-7367

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The ring-opening of functionalized epoxides with trimethylsilyl azide in the presence of a catalytic amount of Ti(O-i-l%)4 or Al@-i-F?)3 is described. The reaction is stereo8pecific and highly regiospecific, leading generally to the formation of the carbon-azido bond on the less substituted carbon.

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✍ Yoko Nambu; Takeshi Endo 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 238 KB

By use of cesium fluoride as a catalyst, aryl or alkyl glycidyl ethers were ring-opened by aryl trimethylsilyl ether to produce O-protected aryloxyhydrins with a quantitative regioselectivity for the first time. Alkyl silyl ether was ineffective for this ring-opening. Hy the regioselective ring-ope