Acid-catalyzed rearrangements of tricyclo[4.3.2]Propellane derivatives
β Scribed by Amos B. Smith III; Barry A. Wexler
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 260 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
The acid-catalyzed rearrangements of three model tricyclo[4.3.2] propellane derivatives have been explored. In each case the observed products are proposed to arise via a concerted 1,2-shift of the cyclobutane bond having an antiperiplanar alignment with the leaving group (i.e., stereoelectronic control).
π SIMILAR VOLUMES
In 1966 it was first reported that rhodium catalyzes a cycloaddition reaction (norbornadiene + 5% Rh/C) (1). Subsequently similar reactions were found to occur not only with some other hydrocarbons and rhodium on carbon (2), but also with coordination complexes of rhodium
AbstractΓThe acetolysis of a tosylate with a novel tricyclic skeleton was examined. Two major products (a tosylate and an acetate) are formed and both are the result of a skeletal rearrangement. A mechanism to account for the observed products is proposed and preliminary kinetic data are reported.
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a βFull Textβ option. The original article is trackable v