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Salting Out Selective Extraction—A Novel Method for the Optical Resolution of Chiral Sulfinylcarboxylic Acids and Its Application for the Convenient Determination of Optical Purity
Author(s) -
Rábai József
Publication year - 1992
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.199216311
Subject(s) - diastereomer , enantiomer , chemistry , enantiomeric excess , recrystallization (geology) , extraction (chemistry) , resolution (logic) , chromatography , organic chemistry , enantioselective synthesis , paleontology , artificial intelligence , computer science , biology , catalysis
When fractional recrystallization fails to separate diastereomeric salts, the enantiomers may still be resolved by the selective extraction of the diastereomeric salts. Racemic sulfinylcarboxylic acids were treated with cinchona bark alkaloids and NaOH (or KHCO 3 ). Repeated extractions led to high enantiomeric excesses.