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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📜 SIMILAR VOLUMES
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.
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