Journal of the Chemical Society. Perkin transactions I p. 829 - 836 (1986)
Update date:2022-08-02
Topics:
Shishido, Kozo
Hiroya, Kou
Ueno, Yutaka
Fukumoto, Keiichiro
Kametani, Tetsuji
Honda, Toshio
An efficient and highly stereoselective synthesis of functionalized tricyclo<6.3.1.01.6>dodec-4-enes (1c,e,f-h), which would be useful and common synthons for constructing basic carbon frameworks of various kinds of natural products, is described.The key feature of the synthesis was a stereoselective intramolecular Diels-Alder reaction of the cyclohexanone derivatives (10c,e,f-h), which were easly derived from cyclohexanone in 4-5 steps.The whole structure and the stereochemistry of a major cycloadduct (1e) was established by a single-crystal X-ray analysis.
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