Synthesis of 2, 5, 5-Trimethylhepta-2, 6-Dien-4-One (Artemisia Ketone) I. Using a Rearrangement of an Intermediate Sulfonium Ylide

References

• Michelot , D. 1976 . Doctorat ès Sciences Physiques Thesis , 6 Paris : Pierre et Marie Curie University .
   Google Scholar
• Baldwin , J. E. , De Bernardis , J. and Patrick , J. E. 1970 . Tetrahedron Letters , : 353 V. Rautenstrauch, J. Chem. Soc. Chem. Comm. 4(1970).
   Google Scholar
• Rautenstrauch , V. 1972 . Helv. Chim. Acta , 55 : 2233
   Google Scholar
• Blackburn , G. M. , Ollis , W. D. , Plackett , J. D. , Smith , C. and Sutherland , I. O. 1968 . J.C.S. Chem. Comm. , : 186 J. E. Baldwin, R. E. Hackler and D. P. Kelly, ibid. 537(1968); J. E. Baldwin and R. E. Hackler, J. Amer. Chem. Soc. 91, 3646(1969); J. F. Biellmann and J. B. Ducep, Tetrahedron Letters, 33(1971).
   Google Scholar
• Michelot , D. , Linstrumelle , G. and Julia , S. 1974 . J.C.S. Chem. Comm. , : 10 Preliminary report
   Google Scholar
• Ando , W. , Yagihara , T. , Kondo , S. , Nakayama , K. , Yamato , H. , Nakaido , S. and Migita , T. 1971 . J. Org. Chem. , 36 : 1732
   Web of Science ®Google Scholar
• Ando , W. , Kondo , S. , Nakayama , K. , Ichibori , K. , Kohoda , H. , Yamato , H. , Imai , I. , Nakaido , S. and Migita , T. 1972 . J. Amer. Chem. Soc. , 94 : 3870 P.A. Grieco, D. Boxler and K. Hiroi, J. Org. Chem. 38, 2572(1973).
   Google Scholar
• Kirmse , W. and Kapps , M. 1968 . Chem. Ber. , 101 : 994, 1004 G. Pourcelot, L. Veniard and P. Cadiot, Bull. Soc. Chim. Fr. 1281(1975).
   Google Scholar
• Ando , W. , Saiki , Y. and Migita , T. 1973 . Tetrahedron , 29 : 3511
   Google Scholar
• Parham , W. E. and Groen , S. H. 1964 . J. Org. Chem. , 29 : 2214 30, 728(1965); 31, 1694(1966); G. Andrews and D.A. Evans, Tetrahedron Letters 5121(1972).
   Web of Science ®Google Scholar
• Kondo , K. and Ojima , I. 1975 . Bull. Chem. Soc. Japan , 48 : 1490
   Google Scholar
• Julia , S. , Huynh , C. and Michelot , D. 1972 . Tetrahedron Letters , : 3587
   Google Scholar
• Hartzler , H. D. 1959 . J. Amer. Chem. Soc. , 81 : 2024 83, 4990(1961); J. Org. Chem. 29, 1311(1964). S. R. Landor and P. F. Whiter, J. Chem. Soc. 5625(1965).
   Google Scholar
• Patrick , T. B. 1974 . Tetrahedron Letters , : 1407 T. Sasaki, S. Eguchi and T. Ogawa, J. Org. Chem. 39, 1927(1974); S. Julia, D. Michelot and G. Linstrumelle, C.R. Acad. Sci. Paris (C) 278, 1523(1974).
   Google Scholar
• Battioni , J -P. and Chodkiewicz , W. 1969 . Bull. Soc. Chim. Fr. , : 911
   Google Scholar
• Braun , H. and Amman , A. 1975 . Angew. Chem. Internet. Edit. , 14 : 756 The existence of cumulated sulfonium ylides has been recently demonstrated
   Google Scholar
• Huynh , C. and Julia , S. Synth. Comm. , following paper.
   Google Scholar
• Hennion , G. F. and Boisselle , A. P. 1961 . J. Org. Chem. , 26 : 725
   Google Scholar
• Roussel Uclaf patent Neth. Appl. . 6 508 580 . Chem. Abstr. 29, 2786(1964).
   Google Scholar
• Zalkow , L. H. , Brannon , D. R. and Uecke , J. W. 1964 . J. Org. Chem. , 29 : 2786
   Google Scholar