Details

Autor(en) / Beteiligte

• Seifert, Andrea
• Rohr, Kerstin
• Mahrwald, Rainer

Titel

Acid-catalyzed aldol-Meerwein–Ponndorf–Verley-etherification reactions—access to defined configured quaternary stereogenic centers

Ist Teil von

• Tetrahedron, 2012-01, Vol.68 (4), p.1137-1144

Ort / Verlag

Kidlington: Elsevier Ltd

Erscheinungsjahr

2012

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A novel asymmetric aldol-reduction–etherification process of aliphatic enolizable aldehydes is described. The intermediately formed aldol adducts—β-hydroxyaldehydes—were reduced and transformed into the corresponding 1,3-diol ethers by external secondary alcohols at the same time. Thus, with the help of chiral secondary alcohols an access to optically active 1,3-diol ether is given. Furthermore, asymmetric cross-aldol-Meerwein–Ponndorf reactions of enolizable aldehydes can also be realized under these reaction conditions. [Display omitted]