1-Acetyl-4-methyl-3-cyclohexen-1-ol, a Useful Precursor in the Synthesis of Cyclic Monoterpenes

References

• Loomis , W. D. 1967 . “ Biosynthesis and Metabolism of Monoterpenes ” . In Terpenoids in Plants , Edited by: Pridham , J. B. 59 – 82 . London : Academic Press . Thomas, A.F., “Monoterpenoids”, in Terpenoids and Steroids, Overton, K. H., Ed., The Chemical Society, London, 1971–1975, chap. 1, V. 1–5
   Google Scholar
• Sakai , T. , Yoshihara , K. and Hirose , Y. 1968 . Bull. Chem. Soc. Jpn. , 41 : 1945 Kusumoto, S., Ohsuka, A., Kotake, M., Sakai, T. ibid. 1968, 41, 1950. Shinoda, N., Shiga, M., Nishimura, K. Agric. Biol. Chem. 1970, 34, 234. Naya, Y., Nagahama, Y., Kotake, M. Heterocycles 1978, 10, 29. Mateo, C., Sanz, J., Calderon, J. Phytochemistry 1984, 23, 319. Mazza, G. J. Chromatogr. 1986, 362, 87. Lamparsky, D., Klimes, I. Parfuem. Kosmet. 1985, 66, 553, 558, Chem. Abstr. 1986, 104, 74775u.
   PubMed Web of Science ®Google Scholar
• Debrauwere , J. and Verzele , M. 1975 . Bull. Soc. Chim. Belg. , 84 : 167
   Google Scholar
• Fraisse , D. , Suon , K. N. , Scharff , C. , Vernin , G. , Vernin , G. , Zamkotsian , R. M. and Metzger , J. 1985 . Parfums, Cosmet., Aromes , 65 : 71
   Google Scholar
• Verghese , J. 1967 . Essent. Oil Rec. , 58 : 638 Chem. Abstr. 1967, 67, 111315j. Huang, Y., Wen, M., Xiao, S., Zhao, H., Ren, W. Linchan Huaxue Yu Gongye 1984, 4, 33, Chem. Abstr. 1986, 104, 3422r
   Google Scholar
• Garnero , J. , Benezet , L. , Peyron , L. and Chrétien-Bessiére , Y. 1967 . Bull. Soc. Chim. Fr. , : 4679 (a), (b) Attaway, J. A., Pieringer, A. P., Barabas, L. J. Phytochemistry, 1966, 5, 1273. (c) Stoll, M., Winter, M., Gautschi, F., Flament, I., Willhalm, B. Helv. Chim. Acta 1967, 50, 628. (d) MacLeod, W. D., Jr. J. Food Sci. 1968, 33, 436. (e) Nursten, H. E., Williams, A. A. J. Sci. Food Agr. 1969,20, 91. (f) Brophy, J. J., Lassak, E. V., Win, S., Toia, R. F. J. Sci. Soc. Thailand 1982, 8, 137
   Google Scholar
• Gómez , A. , Aguilar , R. , Muñoz , A. H. and Tamariz , J. 1990 . Rev. Latinoamer. Quim , 21 : 39 For the first paper in this series, see:
   Google Scholar
• Reyes , A. , Aguilar , R. , Muñoz , A. H. , Zwick , J. C. , Rubio , M. , Escobar , J.-L. , Soriano , M. , Toscano , R. and Tamariz , J. 1990 . J. Org. Chem. , 55 : 1024
   Web of Science ®Google Scholar
• Thomas , A. F. and Bucher , W. 1970 . Helv. Chim. Acta , 53 : 770 (a), (b) Delay, F., Ohloff, G. ibid. 1979, 62, 2168. (c) Jensen, H. P., Sharpless, K. B. J. Org. Chem. 1975, 40 264. (d) Wilson, C. W., III, Shaw, P. E. ibid. 1973, 38, 1684. (e) Klein, E., Rojahn, W. Tetrahedron, 1965, 21, 2173. (f) Sakuda, Y. Bull. Chem. Soc. Jpn. 1969, 42, 3348
   Google Scholar
• Birch , A. J. and Subba Rao , G. 1969 . Aust. J. Chem. , 22 : 2037 (a), (b) Faulkner, D. J., Wolinsky, L. E. J. Org. Chem. 1975, 40, 389
   Google Scholar
• Tamariz , J. and Vogel , P. 1981 . Helv. Chim. Acta , 64 : 188
   Google Scholar
• Vig , O. P. , Matta , K. L. , Lal , A. and Raj , I. 1964 . J. Indian Chem. Soc. , 41 : 142
   Google Scholar
• Sowerby , R. L. and Coates , R. M. 1972 . J. Am. Chem. Soc. , 94 : 4758 and references cited therein
   Google Scholar
• Thomas , A. F. 1973 . Helv. Chim. Acta , 57 : 2084 Optically active derivative 7 was first synthesized from linalyl oxide, see:
   Google Scholar
• Mathew , C. P. and Verghese , J. 1975 . J. Indian Chem. Soc. , 52 : 997 (a), (b) Krapcho, A. P., Jahngen, E. G. E., Jr. J. Org. Chem. 1974, 39, 1322
   Google Scholar
• Barua , N. C. and Sharma , R. P. 1982 . Tetrahedron Lett , 23 : 1365 and references cited therein. Hanessian, S., Bargiotti, A., LaRue, M. ibid. 1978, 737
   Google Scholar
• Marshall , J. A. and Lewellyn , M. E. 1977 . J. Org. Chem. , 42 : 1311
   Web of Science ®Google Scholar
• Barton , D. H. R. and Parekh , S. I. 1989 . Synth. Commun , 19 : 3353 For some recent syntheses of 5, see: (a), (b) Gurndutt, K. N., Pasha, M. A., Ravindranath, B. Indian J. Chem. Sect. B 1985, 24B, 820
   Web of Science ®Google Scholar
• Leffingwell , J. 1970 . Fr. Pat. appl. No 2,003,498 Chem. Abstr. , 72 : 100934n
   Google Scholar
• Ohloff , G. , Giersch , W. , Näf , R. and Delay , F. 1986 . Helv. Chim. Acta , 69 : 698
   Web of Science ®Google Scholar