THE ground state oouformations of the steroid ring systems are in general securely looked in potential wells, can vary but little, and are for the most part well understood. In a 4,4-dimethyl-3-keto-5gC-steroid (I) however, there is reason to question whether or not ring A will be in the standard ch
Ring a conformation in steroids. 3—Cyclosteroids and cyclopropanosteroids
✍ Scribed by Kirk Marat; J. F. Templeton; Yangzhi Ling; Weiyang Lin; R. K. Gupta
- Publisher
- John Wiley and Sons
- Year
- 1995
- Tongue
- English
- Weight
- 882 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Abstract
Proton and carbon NMR data are provided for 21 ring A and ring B cyclosteroids and cyclopropano (or methylene) steroids. Shift assignments were made using standard 2D NMR techniques, while ring A proton subspectra were extracted with a 1D TOCSY experiment. Coupling constants were obtained from iterative spin system simulation of these sub‐spectra. Ring A conformations were determined from the two‐ and three‐bond proton‐proton couplings and NOE measurements. The utility and limitations of extended Karplus‐type equations, the effect of cyclopropyl groups on vicinal and geminal couplings and cyclopropane‐induced chemical shifts are discussed.
📜 SIMILAR VOLUMES
NMR spectral data are given for the A-ring in ten 4-en-3-one steroids, and the strategy of the spectral analysis is described. The data are interpreted in terms of an equilibrium between normal and inverted half-chair conformations, with the normal conformation predominant in all cases except when Z
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