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New Photorearrangements of 2-Cyclopentenones. The Genesis and Fate of Cyclopropylcarbinyl Biradical Intermediates

✍ Scribed by Paquette, Leo A.; Zhao, Zhong; Gallou, Fabrice; Liu, Jian


Book ID
127394604
Publisher
American Chemical Society
Year
2000
Tongue
English
Weight
46 KB
Volume
122
Category
Article
ISSN
0002-7863

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8-Benzoyl-9-deuterio-naphtho [ de-2.3.4]bicyclo [3.2.2]nona-2,6,8-triene (1) rearranged quantitatively in a photochemical di-z-methane-type process to 2-, 6-, and 9-deuteriated 1 -benzoyl-naphtho [ de-2.3.4]tricyclo [4.3.0.0239]nona-2, 6-diene (8a-c). The phenylhydroxymethyl analogue 2 underwent a s