Chiral auxiliary-mediated enantioenrichment of (±)-ibuprofen, under steglich conditions, with secondary alcohols derived from (R)-carvone

Journal of the Brazilian Chemical Society

Amongero, Marcela¹  UNR¹  Visnovezky, Damian¹  Kaufman, Teodoro S.¹ 

关键词: ibuprofen;    carvone;    Steglich esterification;    chiral auxiliaries;    chiral secondary alcohols;   

DOI  :  10.1590/S0103-50532010000600011

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

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.

【 授权许可】

Unknown