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Chiral Organometallic Reagents, V [1] A Test on the Configurational Stability of Chiral Organolithium Compounds Based on Kinetic Resolution; Scope and Limitations
Author(s) -
Hirsch Reinhard,
Hoffmann Reinhard W.
Publication year - 1992
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19921250432
Subject(s) - chemistry , electrophile , kinetic resolution , enantiomer , reagent , organolithium compounds , kinetic energy , enantiomeric excess , computational chemistry , resolution (logic) , kinetics , stereochemistry , enantioselective synthesis , combinatorial chemistry , organic chemistry , catalysis , ion , deprotonation , physics , quantum mechanics , artificial intelligence , computer science
The test on the configurational stability of chiral organolithium compounds is based on the kinetic resolution of the racemic organolithium compound on reaction with an enantiomerically pure electrophile. The limits of this test have been evaluated by model calculations. The factors that have been considered are: Optimum values for the kinetic resolution; effects of < 100% enantiomeric purity of the chiral electrophile; parallel side reactions of the organolithium compounds with the electrophile.