Cis oxymercuration of norbornene
โ Scribed by T.G. Traylor; A.W. Baker
- Book ID
- 104249954
- Publisher
- Elsevier Science
- Year
- 1959
- Tongue
- French
- Weight
- 226 KB
- Volume
- 1
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
TWO different mechanisms for oxymercuration, one involving cis addition2 am another involving have been previously proposed.
Recent deoxymercuration studies 4-5 , have shown that olefins add mercuric salts in a trans fashion just as do simple acetylenes. This communication reports the first case of cis oxymercuration of an olefin (norbornene) and an ionic additaon to norbornene which is not accompanied by rearrangement.
The intermediate (I) has been written6 to explain tne products of ionic additions to tne double bond in the 2,2,l_bicycloheptene series.
๐ SIMILAR VOLUMES
The effect of a remote substituent on the regioselectivity in the oxymercuration of unsymmetrical substituted norbornenes has been investigated. Moderate to high levels of regioselectivity were observed with both exo-and endo-substituents at C-2 of norbornenes.