Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml
Synfacts 2011(5): 0541-0541
DOI: 10.1055/s-0030-1259774
DOI: 10.1055/s-0030-1259774
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Benzylic Metalation with a Mixed Metal Li/K-TMP Amide
P. Fleming, D. F. O’Shea*
University College Dublin, Ireland
Further Information
Publication History
Publication Date:
15 April 2011 (online)
Significance
In this work, a general procedure for the benzylic metalation of ortho-, meta-, and para-substituted toluenes is disclosed. The excellent selectivity can be explained by an anion migration from the kinetic to the benzylic site, which is facilitated by the mixed metal amide base generated from BuLi, KOt-Bu, and TMPH in situ.