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An unusual rearrangement of eudesmane skeleton

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
23
Issue
7
Identifiers
DOI: 10.1016/s0040-4039(00)86945-2

Abstract

Abstract The lactone 5 was found to be a co-product of the BF 3 etherate induced cyclization of epoxyisogermacrone 2 . The keton 3 when treated with 100% HCOOH afforded the lactone 5 while under the same conditions the ketol 4 gave the corresponding ester 6 . A mechanism is suggested for the rearrangements.

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