Photochemistry of (o-methylphenyl) alkadienes: attempted intramolecular trapping of the resulting o-xylylenes
JM Hornback, RD Barrows
Index: Hornback, Joseph M.; Barrows, Russell D. Journal of Organic Chemistry, 1983 , vol. 48, # 1 p. 90 - 98
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Citation Number: 4
Abstract
The photochemistry of a series of o-methylphenyl dienes was investigated in order to determine if the resulting o-xylylenes could be trapped in an intramolecular Diels-Alder reaction in synthetically useful yields. Irradiation of 3 gave meta-isomer 4 as the major product along with lower yields of double bond migration product 5 and the desired cycloadduct 6. The best yield of 6 (24%) was obtained by irradiation of 3 with a low- ...
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