Epoxide-opening with trimethylsilyl cyanide catalyzed by tetraisopropyi orthotitanate
β Scribed by Mohamed Emziane; Paul Lhoste; Denis Sinou
- Publisher
- Elsevier Science
- Year
- 1988
- Weight
- 188 KB
- Volume
- 49
- Category
- Article
- ISSN
- 0304-5102
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π SIMILAR VOLUMES
Epoxides can be opened under neutral conditions with TMSN 3 and TMSCN in the presence of catalytic amounts of Lewis acid, affording the corresponding ring-opened compounds in high yields.
## Abstract The transformation proceeds under neutral conditions.
endo-2,3-Epoxy-1,7,7-trimethylbicyclo[2.2.1]heptane reacted with trimethylsilyl cyanide in the pre=e of zinc iodide to produce a complex mixture of products. The major product, anti-7-trimethylsiloxy-endo-2,3,3-trimethyl-exo-2-isocyanobicyclo[2.2.l]heptane was obtained in f2%yield. -In addition, ei