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Regioselectivity in Cyclofunctionalization of Olefinic Alcohols with Benzeneselenenyl Halides at Different Temperatures [1 – 4]
Author(s) -
Konstantinovic Stanimir,
Bugarčič Zorica,
Milosavljevič Slobodan,
Schroth Gerhard,
Mihailovič Mihailo Lj.
Publication year - 1992
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199219920145
Subject(s) - regioselectivity , chemistry , halide , yield (engineering) , organic chemistry , medicinal chemistry , catalysis , materials science , metallurgy
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.