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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 3
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Original Articles

Studies on the Dehydrogenation of 9-Oxygenated-eudesma-4-en-3-ones with DDQ

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Pages 551-557 | Received 27 Mar 1995, Published online: 21 Aug 2006

References and Notes

  • Van Beek , T. A. and De Grot , A. 1986 . Recl. Trav. Chim. Pays-Bas , 105 : 513
  • Ando , M. , Isogai , K. , Azami , H. , Hirata , N. and Yanagi , Y. 1991 . J. Nat. Prod. , 54 : 1017
  • Walker , D. and Hiebert , J. D. 1969 . Chem. Rev. , 67 : 153
  • Li , Y. L. , Chen , X. , Shao , S. C. and Li , T. S. 1993 . Indian J. Chem. , 32B : 365
  • Huffman , J. W. and Hillenbrand , G. F. 1981 . Tetrahedron , 37 ( suppl. 9 ) : 269
  • 9- Carbonyl group of compound 1a, 1b, 2a and 2b was reduced stereospecifically and the 1H NMR spectrum of compound 4a, 4b, 5a and 5b indicated that 9-acetoxy is cis to 10-methyl, based on the observations that 9-proton appeared as double doublet (J1=10–12 Hz, J2=4–5 Hz) at δ4. 6–-4. 8 ppm in deuteriochloroform (see Experimental Section).
  • Piers , E. and Cheng , K. F. 1967 . Can. J. Chem. , 45 : 1591

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