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Synlett 1989; 1989(1): 45-46
DOI: 10.1055/s-1989-34689
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Intramolecular Ene Approach to Carbocyclization with Stereocontrol over Four Contiguous Chiral Centers: An Efficient Access to Iridoids

Koichi Mikami* , Kazuhiko Takahashi, Takeshi Nakai
  • *Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo 152, Japan
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Publication Date:
26 February 2002 (online)

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The thermal intramolecular ene reaction of methyl (2E, 7Z)-2,6-dimethyl-2,7-decadienoate was found to proceed with a high level of stereocontrol over four contiguous chiral centers to afford the trisubstituted cyclopentane derivative, which was elaborated to iridoids.

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