
TY  - JOUR
A1  - Hayman, AR 
A1  - Hanton, LR 
A1  - Weavers, RT 
T1  - Diterpene Imines. The Preparation of 2-Azalauren-1-ene and the Facile Autoxidation of 6-Azadihydrorimuene
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1990
VL  - 43
IS  - 4
SP  - 719
EP  - 732
KW  - 
UR  - https://doi.org/10.1071/CH9900719 
N2  - 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. 
ER  -

