TY - JOUR
T1 - Photoinduced reactions of 3β-acetoxycholesta-5,7-diene, 3β-acetoxycholest-5-ene, tetraphenylcyclopentadiene and 1,1-diphenylethylene with oxygen in the presence of phenylselenenyl bromide
AU - Haynes, Richard K.
AU - Hilliker, Audrey E.
PY - 1986
Y1 - 1986
N2 - Whereas PhSeBr under irradiation with O2 in CH2Cl2 at -78° acts as a photoxygenation catalyst to convert 3 β-acetoxycholesta-5,7-diene and tetraphenylcyclopentadiene into the corresponding endoperoxides, and 3β-acetoxycholest-5-ene into 3β-acetoxycholest-5-en-7-one and the corresponding alcohols, it reacts with 1,1-diphenylethylene to give mainly a bromohydrin; bromine radicals arising by photodissociation of the PhSeBr are implicated as the active intermediates.
AB - Whereas PhSeBr under irradiation with O2 in CH2Cl2 at -78° acts as a photoxygenation catalyst to convert 3 β-acetoxycholesta-5,7-diene and tetraphenylcyclopentadiene into the corresponding endoperoxides, and 3β-acetoxycholest-5-ene into 3β-acetoxycholest-5-en-7-one and the corresponding alcohols, it reacts with 1,1-diphenylethylene to give mainly a bromohydrin; bromine radicals arising by photodissociation of the PhSeBr are implicated as the active intermediates.
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U2 - 10.1016/S0040-4039(00)85518-5
DO - 10.1016/S0040-4039(00)85518-5
M3 - Article
AN - SCOPUS:0642264153
SN - 0040-4039
VL - 27
SP - 509
EP - 512
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 4
ER -