ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Unusual Reactivity of Strained Bridgehead DerivativesThe solvolysis of 7,7-dimethyl-1, exo-2-bis(trifluoromethylsulfonyloxy)norbornane (5) in Et2O/I2Mg and 80% MeOH proceeds with formation of substituted 2-norbornyl cations, yielding 1, exo-2-diiodo-7,7-dimethylnorbornane (9) and camphenilone (13), respectively. When the vic-diiodide 9 is treated with LiAlH4/C6H6 partial epimerization to 1,endo-2-diiodo-7,7-dimethylnorbornane (12) is observed without reduction; this result is probably due to steric hindrance of the reactants.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19831161025
Permalink