
%0 Journal Article
%A Hayman, AR 
%A Hanton, LR 
%A Weavers, RT 
%T Diterpene Imines. The Preparation of 2-Azalauren-1-ene and the Facile Autoxidation of 6-Azadihydrorimuene
%J Australian Journal of Chemistry
%D 1990/04/01
%V 43
%N 4
%P 719-732
%K 
%R https://doi.org/10.1071/CH9900719
%U https://www.publish.csiro.au/paper/CH9900719 
%X 2-Azalauren-1-ene (2) has been synthesized from keto acid (5), but attempts to generate its C15 epimer (19) have produced only (2). Model studies of imine production by treatment of a rimuene -derived keto acid (3) with iodosylbenzene /formic acid have produced a hydroxy  imine (11), a conjugated imine (13), and a keto lactam (12) which has a ten-membered ring. An X-ray crystallographic study which proves the structure of (12) is described. Data in support of the intermediacy of imine (7) (6-azadihydrorimuene) in the production of (11), (12) and (13) have been obtained. 
