References
- Ellison , R. A. Synthesis , 1973 397 T. L. Ho, Synth. Commun., 1974, 4, 265; A. Mitra, The Synthesis of Prostaglandin Derivatives, John Wiley and Sons, N. Y., 1978; S. M. Roberts and R. F. Newton, Prostaglandins and Thromboxanes, Butterworths Scientific, London, 1982; A. Terahara, T. Haneishi and M. Arai, Heterocycles, 1979, 13, 353 Most of the methodologies to substituted cyclopentanones have been developed in the context of cis-jasmone, methyl cis-jasmonate, prostanoids, methylenomycin type of cyclopentanoid natural products. For some of the leading references, see
- This compound has been previously reported3 by a different, longer route and applied to the synthesis of all cis-triquinane trione 8.
- Eaton , P. E. , Giordano , C. , Schloemer , G. and Vogel , U. 1976 . J. Org. Chem. , 41 : 2238
- Several interesting compounds having the bicyclo (6.3.0) undecane framework have been recently encountered in Nature.5 The methodology described here for 11 and 12 has direct application in the synthesis of such compounds
- Ayanoglu , E. , Gebreyesus , T. , Beechan , C. M. and Djerassi , C. 1979 . Tetrahedron , 35 : 1035 S. Huneck, G. Baxter, A. F. Cameron, J. D. Connolly and D. S. Rycroft, Tetrahedron Lett., 1983, 3787; I. Wahlberg, A-M, Eklund, T. Nishida, C. R. Enzell and J-E, Berg, ibid, 1983, 843
- Greene , A. E. and Depres , J-P. 1979 . J. Am. Chem. Soc. , 101 : 4003
- Carlsen , P. H. J. , Katsuki , T. , Martin , V. S. and Sharpless , K. B. 1981 . J. Org. Chem. , 46 : 3938
- Umhara , M. , Takayangi , H. , Ogura , H. and Hishida , S. 1978 . Bull. Chem. Soc., Japan. , 51 : 3277 R. M. Coates, P. D. Senter and W. R. Baker, J. Org. Chem., 1982, 47, 3597
- Preparation of 13 has been previously reported by Brady10 from 10 and Cl2CHC Br-NEt3. However, the 1H NMR chemical shifts for 13 reported in this paper seem to be in error.
- Brady , W. T. and Walters , O. H. 1967 . J. Org. Chem. , 32 : 3703