## Abstract The thujone‐derived enone **1**, upon base‐catalyzed reaction with 2‐methyl‐6‐vinylpyridine is converted to the pyridine analogue **5** __(Scheme 1)__. Catalytic reduction of the latter to **6** generates two new centers of chirality which eventually become C(8) and C(14) in the ultimat
The chemistry of thujone. VI. Thujone as a chiral synthon for the synthesis of optically active steroid analogues
✍ Scribed by James P. Kutney; Peter Grice; Keith O. Pascoe; Krystyna Piotrowska; Steven J. Rettig; Jerzy Szykula; James Trotter
- Publisher
- John Wiley and Sons
- Year
- 1982
- Tongue
- German
- Weight
- 562 KB
- Volume
- 65
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
The thujone derived enone 1 is converted in one step to the pentacyclic compound 4. The structure of 4 was determined by X‐ray diffraction analysis. The acid‐catalyzed cyclopropane‐ring opening of 4 and of the model compound 9 are described.
📜 SIMILAR VOLUMES
## Abstract The thujone‐derived enone **1** is converted __via__ enol lactone intermediates **4** and **5** to the optically active steroidal analogue **13** and the corresponding 19‐norsteroid analogue **14**. The structure of **13** was determined by X‐ray diffraction analysis. The acid‐catalyzed