dc.contributor.author | Cristol, Stanley | en_US |
dc.contributor.author | Morrill, Terence | en_US |
dc.contributor.author | Sanchez, Robert | en_US |
dc.date.accessioned | 2006-07-19T18:36:29Z | en_US |
dc.date.available | 2006-07-19T18:36:29Z | en_US |
dc.date.issued | 1966-09-12 | en_US |
dc.identifier.citation | The Journal of Organic Chemistry 31N9 (1966) 2733-2737 | en_US |
dc.identifier.issn | 1520-6904 | en_US |
dc.identifier.uri | http://hdl.handle.net/1850/2133 | en_US |
dc.description.abstract | The uncatalyzed addition of acetic acid to norbornadiene (I) to give mixtures of ezo-dehydronorbornyl acetate (II) and nortricyclyl acetate (III) was studied. Rates of addition and ratios of II/III (degree of homoallylic rearrangement) were found to be quite sensitive to solvent changes. Addition of acetic acid-O-dl permitted a study of the stereochemistry of addition and a measure of the accompanying Wagner-Meerwein rearrangement. An examimtion of the relationship between homoallylic and Wagner-Meerwein rearrangements has been made. | en_US |
dc.format.extent | 31371 bytes | en_US |
dc.format.mimetype | application/pdf | en_US |
dc.language.iso | en_US | en_US |
dc.publisher | The American Chemical Society: The Journal of Organic Chemistry | en_US |
dc.relation.ispartofseries | Bridged Polycyclic Compounds | en_US |
dc.relation.ispartofseries | XLI | en_US |
dc.subject | Homoallylic rearrangement | en_US |
dc.subject | Wagner-Meerwein rearrangement | en_US |
dc.title | The Uncatalyzed addition of acetic acid to norbornadiene | en_US |
dc.type | Abstract | en_US |
dc.identifier.url | http://dx.doi.org/10.1021/jo01347a003 | |