Highly hindered olefins and polyolefins, XVI. Part XV: ref. 1.
Preparation of Highly Hindered Polyenes with tert-Butyl Groups in Internal Positions†
Article first published online: 1 DEC 2010
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Chemistry - A European Journal
Volume 17, Issue 1, pages 231–247, January 3, 2011
How to Cite
Betz, M., Hopf, H., Ernst, L., Jones, P. G. and Okamoto, Y. (2011), Preparation of Highly Hindered Polyenes with tert-Butyl Groups in Internal Positions. Chem. Eur. J., 17: 231–247. doi: 10.1002/chem.201001250
- Issue published online: 5 JAN 2011
- Article first published online: 1 DEC 2010
- Manuscript Received: 10 MAY 2010
- Fonds der Chemischen Industrie
The conjugated tetraenes 3 and 4 a–c have been prepared and shown to possess an orthogonal structure. This was not only demonstrated by their spectroscopic properties and X-ray structural analysis of solid representatives (e.g., 4 a–c) but also by the resolution of these chiral compounds by GC and HPLC chromatography using various chiral selector systems. The chemical behavior of the typical tetraene 4 a has been studied using bromination, hydrogenation, epoxidation, and photo equilibration reactions.