## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 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
Enantioselective rearrangements of bicyclo[2.2.1]- and bicyclo[2.2.2]alkene-derived achiral epoxides to ketones
β Scribed by David M. Hodgson; Robert E. Marriott
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- English
- Weight
- 163 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0957-4166
No coin nor oath required. For personal study only.
β¦ Synopsis
The enantioselective 0t-deprotonation-rearrangement of bicycloalkene-derived epoxides (4, 9 and 13) to ketones (8, 12 and 16 respectively) is described.
π SIMILAR VOLUMES
Intramolecular cyclization of carbon radicals to carbonyl groups was carried out on bicydo[2.2.21and bicyclof4.2.Oloctenones. An unexpected ring expansion product 19, produed by /3-scission of the intermediate alkoxyl radical 22, was observed. The j3,ysituated double bond of the bicyclic ketones app
In earlier studies of the Wittig Rearrangement of benzyl t-alkyl ethers 132 , we observed that isomerization of 1-adamantyl, 1-bicyclooctyl and acyclic t-alkyl groups occurred readily, whereas 1-apocamphyl and 1-norbornyl benzyl ethers did not isomerize when metalated by methyllithium.