References
- 1969–1972 . Health Serivce predoctoral fellowship recipient U. S. Public
- Wenkert , E. 1968 . Accounts Chem. Res. , 1, 78
- Wenkert , E. and Haugwitz , R. D. 1968 . Can. J. Chem. , 4 : 1160
- Haugwitz , R. D. 1966 . Ph. D. dissertation, Indiana University
- Wenkert , E. , Dave , K. G. and Stevens , R. V. 1968 . J. Amer. Chem. Soc. , 9 : 6177 The concept of synthesis behind the construction of these tetracycles is that portrayed in a recent hydrolulolidone synthesis[, while the details of a base-induced, double cyclization of a vinylogous imide are related to a step in a recent lycopodinoid synthesis [K. Wiesner, V. Musil, and K. J. Wiesner, Tetrahedron Lett., 5643 (1968)]
- A scheme of synthesis of a tetracyclic enone lactam relative of compounds 5, based on consecutive, intramolecular Michael and aldol condensations of aldehyde 1f, prepared (see Experimental) by the transformation of nitrile 3b into ketone 1d, N-alkylation of the latter by γ-chlorobutyraldehyde ethylene acetal and mild acid-catalyzed hydrolysis of the resultant isocarbostyril 1e, failed. Exposure of 1f to a variety of bases mostly reverted the aldehyde to ketone 1d
- Ueda , N. , Tokuyama , T. and Sakan , T. 1966 . Bull. Chem. Soc. Japan , 3 : 2012 For γ-lycorane syntheses see;H. Irie, Y. Nishitani, M. Sugita, and S. Uyeo, Chem. Commun., 1313 (1970); B. Ganem, Tetrahedron Lett., 4105 (1971)
- Attempts to convert 4d into 5b under conditions of the preparation of 5a led to mixtures of 1c 5b