Author:
Cambie Richard C.,Mitchell Lorna H.,Rutledge Peter S.
Abstract
The scope of acid-promoted Fries rearrangements of benzannulated lactones has
been examined. The reaction is applicable to seven-membered lactones
possessing a sufficiently activated aromatic ring but not to six-membered
lactones, and it proceeds in higher yield for diterpenoid lactones than for
lower molecular weight lactones. The structures of the 2,6-methano-bridged
benzoxocin side products (23), (24), and (25) from rearrangement of the
diterpenoid lactone (11) have been assigned.
Cited by
9 articles.
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