Apparent anomalous behavior of polar substituents on the benzene ring in the regioselectivity of di-π-methane rearrangement of 5,6-benzo-2-azabicyclo[2.2.2]octadienones |
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Authors: | Masayuki Kuzuya Eiichi Mano Masanao Ishikawa Takachiyo Okuda Harold Hart |
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Institution: | Gifu College of Pharmacy, 5-6-1, Mitahora-Higashi, Gifu, 502, Japan;Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, U.S.A. |
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Abstract: | Polar substituent effects on the aromatic ring emerge in the regioselectivity of the di-π-methane rearrangement of the title compounds when they possess the structural feature of including the bridgehead carbon in a saturated ring; the importance of the environment at the bridgehead carbon is pointed out. |
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