Orientation specific Diels–Alder addition of isoprene to an activated 4,4-dimethylcyclohexenone. An improved route to himachalenes
- 1 September 1988
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 66 (9) , 2345-2347
- https://doi.org/10.1139/v88-371
Abstract
Diels–Alder addition of isoprene to enone-ester 3 proceeds exclusively to the para-addition product 6. The specificity of this route constitutes a significant improvement in the previously reported total synthesis of himachalenes via 6. The mechanistic significance of the observed specificity of addition is discussed.Keywords
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