Regioselectivity in Cyclofunctionalization of Olefinic Alcohols with Benzeneselenenyl Halides at Different Temperatures<sup>[1 – 4]</sup>

Stanimir Konstantinović, Zorica Bugarčić, Slobodan Milosavljević, Gerhard Schroth, Mihailo Lj. Mihailovíć

Liebigs Annalen der Chemie · 1992 · 31 citations · 5 references

Concepts

Abstract

Abstract The regioselectivity in cyclofunctionalization of some acyclic olefinic alcohols with benzeneselenenyl halides (PhSeCl and PhSeBr) at different temperatures (−78 ° C, O ° C and room temperature) is investigated. It has been found that Δ 4 ‐ and Δ 5 ‐ alkenols are converted into five‐ and/or six‐membered cyclic phenyl selenoethers, the yield of which decreases with increasing reaction temperature. PhSeCl has been found to be more efficient than PhSeBr in the cyclization reactions.

References

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