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A Highly Diastereomerically Enriched, Silyl‐Substituted Alkyl Lithium, Configurationally Stable at Room Temperature
Author(s) -
Strohmann Carsten,
Abele Bors C.,
Lehmen Klaus,
Schildbach Daniel
Publication year - 2005
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.200462141
Subject(s) - lithium (medication) , silylation , alkyl , reagent , chemistry , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis , psychology , psychiatry
The opening or blocking of a coordination site at the lithium center (for example by attachment of THF, see picture; left) leads to diastereodivergent courses in the reactions of a highly diastereomerically enriched alkyl lithium with Me 3 SnCl. At room temperature in noncoordinating solvents the reagent is configurationally stable and epimerizes in the presence of THF.