期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 133, 期 6, 页码 1698-1701出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja110234v
关键词
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资金
- Science Foundation Ireland
- Irish Research Council for Science, Engineering and Technology
- ERA-Chemistry
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.
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