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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 13
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Original Articles

Total Synthesis of (±)-Cis-5-Hydroxycalamenene

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Pages 2261-2268 | Received 17 Jan 2008, Published online: 18 Aug 2008

REFERENCES

  • Andersen , N. H. ; Bissonette , P. ; Liu , C. B. ; Shunk , B. ; Ohta , Y. ; Tseng , C. L. ; Moore , A. ; Huneck , S. Sesquiterpenes of nine European liverworts from the genera Anastrepta, Bazzania, Jungermannia, Lepidozia, and Scapania. Phytochemistry 1977 , 16 , 1731 .
  • Konecny , K. ; Streibl , M. ; Vasickova , S. ; Budesinsky , M. ; Saman , D. ; Ubik , K. ; Herout , V. Constituents of the liverwort Bazzania trilobata of Czech origin . Coll. Czechoslovak Chem. Commun. 1985 , 50 , 80 – 93 .
  • Tanaka , J. ; Adachi , K. Studies on aromatic sesquiterpenes, V: Synthesis of Xanthorrhizol and cyclization of its intermediate . Nippon Kagaku Kaishi 1983 , 1505 .
  • Rimpler , H. ; Kochendoerfer , L. ; Hansel , R. Xanthorrhizol, A new sesquiterpene from Curcuma xanthorrhiza. Z. Naturforsch 1970 , 25B , 995 .
  • Zhong , R. ; Zhang , Z. ; Wang , Y. ; Zeng , Q. ; Peng , H. Chemical composition and antioxidant components of essential oils from leaves, bark and root of Myrica rubra. Linchan Huaxue Yu Gongye 2006 , 26 , 1 – 5 .
  • Nagashima , F. ; Momosaki , S. ; Watanabe , Y. ; Takaoka , S. ; Huneck , S. ; Asakawa , Y. Sesquiterpenoids from the liverworts Bazzania trilobata and Porella canariensis. Phytochemistry 1996 , 42 , 1361 – 1366 .
  • Zhong , H. ; Zhang , Z. ; Wang , Y. ; Xiao , Z. ; Zeng , Q. ; Peng , H. Chemical component identification and antioxidant activity of essential oil of Myrica rubra leaves . Huanan Ligong Daxue Xuebao Ziran Kexueban 2006 , 34 , 49 – 53 .
  • Scher , J. M. ; Speakman , J. ; Zapp , J. ; Becker , H. Bioactivity guided isolation of antifungal compounds from the liverwort Bazzania trilobata (L.) S. F. Gray . Phytochemistry 2004 , 65 , 2583 – 2588 .
  • Sangaiah , R. ; Krishna Rao , G. S. Studies in terpenoides, part LV: Synthesis of 5-hydroxycalamenene, a phenolic sesquiterpeno from Bazzania tricrenata. Ind. J. Chem. Sect. B. Org. Chem. Includ. Med. Chem. 1982 , 21B , 13 – 15 .
  • Tanaka , J. ; Adachi , K. Studies on aromatic sesquiterpenes, XII: Synthesis of (±)-cis-5-hydroxycalamenene. Bull. Chem. Soc. Jpn. 1990, 63, 272–274.
  • Poon , P. S. ; Banerjee , A. K. Alternative procedure for the synthesis of Mansonone F and Biflorin precursor . Nat. Prod. Res. 2006 , 20 , 629 – 635 .
  • Burnham , J. W. ; Duncan , W. ; Eisenbraun , E. J. Effects of allylic substituents in the chromic acid oxidation of tetralins . J. Org. Chem. 1974 , 39 , 1416 – 1420 .
  • Silvestre , S. M. ; Salvador , J. A. Allylic and benzylic oxidation reactions with sodium chlorite . Tetrahedron 2007 , 63 , 2439 – 2445 .
  • Corey , E. J. ; Suggs , J. W. Pyridinium chlorochromate: Efficient reagent for oxidation of primary and secondary alcohols to carbonyl compounds . Tetrahedron Lett. 1975 , 2647 .
  • Chdambaram , N. ; Chandrasekaran , S. Tert-butyl hydroperoxide-pyridinium dichromate: A convenient reagent system for allylic and benzylic oxidations . J. Org. Chem. 1987 , 52 , 5048 .
  • Hansen , T. V. ; Skattelbol , L. One pot synthesis of substituted catechols from the corresponding phenols . Tetrahedron Lett. 2005 , 46 , 3357 .

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