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A New Coordinating Chiral Lithium Amide
Author(s) -
Barr Donald,
Berrisford David J.,
Jones Raymond V. H.,
Slawin Alexandra M. Z.,
Snaith Ronald,
Stoddart J. Fraser,
Williams David J.
Publication year - 1989
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198910441
Subject(s) - lithium amide , deprotonation , amide , lithium (medication) , dimer , amine gas treating , chemistry , solid state , polymer chemistry , medicinal chemistry , organic chemistry , catalysis , ion , enantioselective synthesis , medicine , endocrinology
The C 2 ‐symmetric ( R,R )‐di(α‐methoxymethylbenzyl)amine 1 , synthesized from ( R )‐phenylglycinol and α‐methoxyacetophenone, yields a lithium amide 2 upon lithiation with n BuLi. In the solid state and in solution, 2 is present as a dimer. 4‐ tert ‐Butylcyclohexanone could be asymmetrically deprotonated with this lithium amide.