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Rational Design of Chiral Lithium Amides for Asymmetric Alkylation Reactions—NMR Spectroscopic Studies of Mixed Lithium Amide/Alkyllithium Complexes
Author(s) -
Arvidsson Per I.,
Hilmersson Göran,
Davidsson Öjvind
Publication year - 1999
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(19990802)5:8<2348::aid-chem2348>3.0.co;2-a
Subject(s) - chemistry , lithium (medication) , alkylation , lithium amide , benzaldehyde , reagent , reactivity (psychology) , amide , nuclear magnetic resonance spectroscopy , computational chemistry , organic chemistry , enantioselective synthesis , catalysis , alternative medicine , pathology , medicine , endocrinology
The structure, dynamics, reactivity, and selectivity of mixed dimers (see equation) formed from the chiral lithium amides and alkyllithium reagents have been studied by NMR spectroscopy. These mixed complexes have been used in the asymmetric alkylation of benzaldehyde to give ( S )‐1‐phenyl‐1‐pentanol in up to 92 % ee .