Directive effects in the opening of epoxides with trimethylsilyl cyanide - zinc iodide. The establishment of three contiguous chiral centers.

Mechanistic insights into the opening of

Mechanistic insights into the opening of epoxides with trimethylsilyl cyanide - zinc iodide

✍ Paul G Gassman; Kentaro Okuma; Aline Lindbeck; Richard Allen 📂 Article 📅 1986 🏛 Elsevier Science 🌐 French ⚖ 254 KB

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