The structure and absolute configuration of (–)-2β,9α-dihydroxyverrucosane isolated from the liverwort Mylia verrucosa : X-ray analysis of the mono-p-bromobenzoate
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 5,p. 763-767
- https://doi.org/10.1039/p29800000763
Abstract
The structure of dihydroxyverrucosane (I), a novel diterpene-diol isolated from the liverwort Mylia verrucosa has been determined from single-crystal X-ray analysis of the mono-p-bromobenzoate (II) by the heavy-atom method. The crystals were monoclinic, a= 6.670(1), b= 19.269(1), c= 10.379(1)Å, β= 112.6(4)°, space group P21, Z= 2. Block-diagonal least-squares refinement based on 1 929 independent reflections converged to R 0.078. The absolute configuration was established by the anomalous dispersion effect. The molecule contains a 3,6,6,5-tetracyclic ring system in which ring B is considerably distorted by fusion with the cyclopropane ring A. Ring C adopts a chair conformation and ring D is a conformation somewhere between a half-chair and β-envelope.Keywords
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