TY - JOUR
T1 - Synthesis and photopinacol rearrangement of 1a,9a‐dihydro‐1a,9b‐diphenylphenanthro[9,10‐b]oxirene
AU - Avnir, Davis
AU - Blum, Jochanan
PY - 1980/9
Y1 - 1980/9
N2 - The synthesis of the title compound is described. Pinacol reduction of 2,2′‐dibenzoylbiphenyl followed by dehydration of the trans‐diol, so formed, with dimethylformamide dimethyl acetal yielded 55% of the oxirane. Irradiation of the oxide in methylene chloride at 254 nm gave 10,10‐diphenyl‐9‐(10H)phenanthrone as the major photoproduct.
AB - The synthesis of the title compound is described. Pinacol reduction of 2,2′‐dibenzoylbiphenyl followed by dehydration of the trans‐diol, so formed, with dimethylformamide dimethyl acetal yielded 55% of the oxirane. Irradiation of the oxide in methylene chloride at 254 nm gave 10,10‐diphenyl‐9‐(10H)phenanthrone as the major photoproduct.
UR - http://www.scopus.com/inward/record.url?scp=2742583468&partnerID=8YFLogxK
U2 - 10.1002/jhet.5570170646
DO - 10.1002/jhet.5570170646
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AN - SCOPUS:2742583468
SN - 0022-152X
VL - 17
SP - 1349
EP - 1350
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
IS - 6
ER -