Preparative resolution of bromocyclopropylcarboxylic acids

[Display omitted] A general and efficient method for the preparative resolution of α- and β-bromocyclopropylcarboxylic acids has been developed. This protocol involves a sequence of two crystallizations with pseudo-enantiomeric amines, cinchonine, and cinchonidine, which yield both enantiomers of th...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2014-12, Vol.25 (23), p.1537-1549
Main Authors: Edwards, Andrew, Ryabchuk, Pavel, Barkov, Alexey, Rubina, Marina, Rubin, Michael
Format: Article
Language:English
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Summary:[Display omitted] A general and efficient method for the preparative resolution of α- and β-bromocyclopropylcarboxylic acids has been developed. This protocol involves a sequence of two crystallizations with pseudo-enantiomeric amines, cinchonine, and cinchonidine, which yield both enantiomers of the acid in highly enriched form. Both alkaloids can be easily recovered and reused multiple times without any loss of efficacy.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2014.10.017