
%0 Journal Article
%A Grant, PK 
%A Lynch, GP 
%A Simpson, J 
%A Wong, G 
%T Boron Trifluoride Catalyzed Rearrangements of Novel Epoxide Derivatives of Manool and Manoyl Oxide
%J Australian Journal of Chemistry
%D 1993/08/01
%V 46
%N 8
%P 1125-1145
%K 
%R https://doi.org/10.1071/CH9931125
%U https://www.publish.csiro.au/paper/CH9931125 
%X The preparation of four epoxides (1)-(4) derived from manool [labda-8(17),14-dien-13-ol] and manoyl oxide (8,13-epoxylabdane) via diosphenols is reported. Lewis acid promoted intramolecular rearrangements of these were investigated. Reaction of epoxide (1) with boron trifluoride etherate resulted in the isolation of a novel dimer (44), the structure being elucidated by X-ray crystallography. However, epoxides (2)-(4) yielded monomeric rearrangement products. 
