The epoxide configuration in palmarin, jateorin, and chasmanthin. X-ray analysis of a p-bromophenacyl ester of a palmarin derivative
- 1 January 1969
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 162-170
- https://doi.org/10.1039/j29690000162
Abstract
The epoxide ring in palmarin, jateorin, and chasmanthin is shown to be in the β-configuration by an X-ray analysis of a p-bromophenacyl ester of a palmarin derivative. The crystals are orthorhombic, space group P212121, with four molecules of C23H23O7Br in a unit cell of dimensions a= 10·76, b= 8·95, and c= 21·79 Å. The structure was solved by the heavy-atom method and refined by least-squares calculations. R is 0·078 for 1907 independent reflexions. The molecular framework of the derivative is highly distorted because of intramolecular overcrowding effects. A δ-lactone ring in the system is constrained to adopt a conformation with five of the ring atoms coplanar.Keywords
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