Asymmetric reduction of prochiral ketones using in situ generated oxazaborolidine derived from (1S,2S,3R,4R)-3-amino-7,7-dimethoxynorbornan-2-ol. An efficient synthesis of enantiopure (R)-tomoxetine
作者:Alexandre A.M. Lapis、Ângelo de Fátima、José E.D. Martins、Valentim E.U. Costa、Ronaldo A. Pilli
DOI:10.1016/j.tetlet.2004.11.052
日期:2005.1
Catalytic asymmetric reduction of prochiral ketones was examined in the presence of chiral oxazaborolidine catalyst 2 prepared in situ from (1S,2S,3R,4R)-3-amino-7,7-dimethoxynorbornan-2-ol (1). The optically active secondary alcohols were generally obtained in moderate to high enantiomeric excesses (ee 43–95%) and good yields (75–94%), except for ketones bearing electron-withdrawing groups. The methodology
Novel process of producing phenyl or substituted phenylalkylamine
申请人:Aldrich-Boranes, Inc.
公开号:US04868344A1
公开(公告)日:1989-09-19
A process for producing the optically pure (+)- or (-) isomer of a phenyl- or substituted- phenylalkanolamine compounds having pharmacologic activity without the need for resoltuion processes ad novel intermediates useful in the process including optically pure haloalcohols are provided.
Candidatenuisxylosereductase shows high catalytic efficiencies in carbonyl reduction of acetophenone and 1‐phenyl‐1‐propanone derivatives. The quite low substrate solubility in aqueous buffer systems is circumvented by addition of methanol or by two‐phase solvent systems. In the latter, methanol improves the substrate phase transfer as solvent mediator and leads to reasonable space/time yields.