Chiral auxiliary-mediated enantioenrichment of (±)-ibuprofen, under steglich conditions, with secondary alcohols derived from (R)-carvone
The synthesis of a series of chiral secondary alcohols derived from (R)-carvone, and the stereochemical outcome of their reaction with (±)-ibuprofen, is reported. The racemic drug was transformed into the corresponding diastereomeric esters mediated by DCC/DMAP, affording up to 5.7:1 diastereomeric ratios of the esters derived from either (S)- or (R)-ibuprofen, depending on the type of chiral auxiliary employed.
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Main Authors: | Amongero,Marcela, Visnovezky,Damian, Kaufman,Teodoro S. |
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Format: | Digital revista |
Language: | English |
Published: |
Sociedade Brasileira de Química
2010
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Online Access: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532010000600011 |
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