Journal of Organic Chemistry p. 2021 - 2024 (1983)
Update date:2022-08-02
Topics:
Thies, Richard W.
Boop, Janice L.
Schiedler, Michael
Zimmerman, David C.
LaPage, Theodore H.
Cyclodeca-1,2,5,8-tetraene (1) is shown to rearrange in the presence of various catalysts in acetic acid to cis,syn-tricyclo<4.4.0.02,4>deca-5,8-diene (5) which is accompanied in some cases by rearranged acetate products, principally cis,syn-bicyclo<4.4.0>deca-4,8-dien-2-yl acetate (3).Cyclodeca-1,2,5-triene (6) rearranges in a similar way, except that acetate product was only observed for Ag(I) catalysts.A related allene, bicyclo<7.1.0>deca-2,3-diene underwent normal oxymercuration without rearrangement.
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