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13C NMR assignments of conforma-tionally defined 6-s-trans-retinoids

✍ Scribed by M. F. Vaezi; W. J. Brouillette; D. D. Muccio

Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
194 KB
Volume
33
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

A new class of vitamin A analogs (retinoids) was synthesized containing a dimethylene bridge to maintain a 6‐s‐trans conformation of the terminal double bonds. The ^1^H and ^13^C NMR spectra were assigned for 15 new compounds, including E‐Z isomers (all‐E, 13Z, 9Z and 9Z,13Z) of retinoids containing an ethyl ester and car‐boxylic acid polar end groups, and also the (all‐E)‐isomer of the retinoids with an alcohol and aldehyde polar end‐groups and five C~15~ intermediates. The assignments were based on long‐range ^1^H^13^C heteronuclear 2D experiments.

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1H and 13C NMR assignments of conformati
1H and 13C NMR assignments of conformationally defined 6- s-cis-retinoids
✍ D. D. Muccio; Y. C. Lee; M. Alam; W. J. Brouillette 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 73 KB

Three examples of a new class of retinoic acid analogs (retinoids) were synthesized. These retinoids contain a dimethylene bridge to maintain a 6-s-cis conformation of the terminal double bonds, which is preferred in the major conformation of the natural compound. The 1H and 13C NMR spectra were ass