ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Steric Control in the Reaction of Substituted 2-Norbornyl CationsThe reaction of camphenilone (1b) with trifluoromethanesulfonic anhydride (Tf2O) yields 7,7-dimethyl-1,exo-2-bis(trifluoromethylsulfonyloxy)norbornane (4b) (60%). 6,6-Dimethyl-2-norbornanone (1c) affords under the same conditions 6,6-dimethyl-2-norbornen-2-yl triflate (5c) (70%). The reaction pathways of the intermediate 2-(trifluoromethylsulfonyloxy)-2-norbornyl cations are mostly controlled by steric factors, the inductive effect playing no significant role.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19831160237
Permalink