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Selective Magnesiation or Zincation of Highly Functionalized Alkenes and Cycloalkenes Using 2,2,6,6‐Tetramethylpiperidyl Bases
Author(s) -
Bresser Tomke,
Knochel Paul
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201006641
Subject(s) - metalation , acylation , chemistry , nitro , organic chemistry , combinatorial chemistry , catalysis , alkyl
Smooth and mild : Mg or Zn TMP bases (TMP=2,2,6,6‐tetramethylpiperidyl) allow the smooth metalation of various types of polyfunctional unsaturated substrates. Several sensitive functional groups such as ester, nitro, or trifluoromethylcarbonyl groups are tolerated. The new Zn or Mg intermediates undergo acylation, allylation, or cross‐coupling reactions in satisfactory yields.