An efficient synthesis of functionalized tricyclo[6.3.1.01,6]dodec-4-enes by a stereoselective intramolecular Diels–Alder reaction
- 1 January 1986
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 5,p. 829-836
- https://doi.org/10.1039/p19860000829
Abstract
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 easily 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.This publication has 4 references indexed in Scilit:
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