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Reinhard Ammon, R. Fischer (1972)
Shift Reagents in NMR SpectroscopyAngewandte Chemie, 11
- Publisher
- Wiley
- Copyright
- Copyright © 1973 Wiley Subscription Services
- ISSN
- 0018-019X
- eISSN
- 1522-2675
- DOI
- 10.1002/hlca.19730560425
- pmid
- 4741276
- Publisher site
- See Article on Publisher Site
Abstract
The synthesis of racemic stereoisomeric compounds with the 5,5,9‐trimethyldecalin skeleton and an oxygen function at C(1), C(2), or C(3) is described Although racemic decalins are described, only the enantiomer related to steroids is drawn. The projection of the decalins was chosen so as to place the angular methyl group above the plane of the molecule and the oxygen function at C(1), C(2) or C(3) on the left side, as represented by formula 1–6. The relative configuration of the substituents in decalins is designated by using the convention of the steroid series: β, meaning on the same side as the angular methyl group at C(9) and α, meaning on the side opposite from the angular methyl group. The prefix cis or trans refers to the fusion of the decalin ring system, not to the position of the substituents. . A novel general one‐step synthesis of 2‐decalones by means of acid catalyzed cyclization of acyclic or monocyclic precursors has been developed.
Journal
Helvetica Chimica Acta – Wiley
Published: Jan 25, 1973