Diterpene Imines. The Preparation of 2-Azalauren-1-ene and the Facile Autoxidation of 6-Azadihydrorimuene
Keyword(s):
X Ray
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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.
1991 ◽
Vol 113
(20)
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pp. 7800-7802
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1991 ◽
Vol 47
(2)
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pp. 406-409
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2004 ◽
Vol 69
(6)
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pp. 1292-1300
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1977 ◽
Vol 252
(3)
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pp. 1099-1101
1971 ◽
Vol 246
(13)
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pp. 4366-4368
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