Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 6, Pages 1698-1701Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja110234v
Keywords
-
Categories
Funding
- Science Foundation Ireland
- Irish Research Council for Science, Engineering and Technology
- ERA-Chemistry
Ask authors/readers for more resources
A general method is described for benzylic metalation of o-, m-, and p-substituted toluenes using a mixed metal amide base generated from BuLi/KOtBu/TMP at -78 degrees C in THF. The excellent selectivity achieved can be rationalized by the ability of the mixed metal amide base to facilitate an anion migration from the kinetic (o-aryl) to the benzylic metalation site. Remarkably, this controlled anion migration is achievable with catalytic amounts of TMP at -78 degrees C.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available