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Synlett 1989; 1989(1): 40-42
DOI: 10.1055/s-1989-34683
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Formation of Bicyclo[4.2.0] octane System from Cyclooctenyl Cation Equivalent. Biomimetic Cyclization of Humulene to Protoilludane Derivatives

Tomohiro Takatsu* , Shinya Ito, Toshiyuki Kan, Haruhisa Shirahama, Takeshi Matsumoto
  • *Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060, Japan
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Publication Date:
26 February 2002 (online)

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3,6-Secoprotoillud-6-en-3-ol previously derived from humulene was converted to 7(13)-protoilludene through generation of 3,6-secoprotoilludenyl cation under specially designed conditions so as to seize the newly generated 7-protoilludyl cation by neighboring group participation.

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