ChemInform Abstract: Transformation of Cyclohexene to Enantiopure Cyclitols Mediated by Sequential Oxyselenenylation with (S,S)-Hydrobenzoin: Synthesis of D-chiro-Inositol and muco-Quercitol.

✍ Scribed by K. S. KIM; J. I. PARK; H. K. MOON; H. YI

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 35 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199902222

✦ Synopsis

Transformation of Cyclohexene to Enantiopure Cyclitols Mediated by Sequential Oxyselenenylation with (S,S)-Hydrobenzoin: Synthesis of D-chiro-Inositol and muco-Quercitol.

-Key step in the synthesis of the title compounds (XVI) and (XVII), resp. is the highly diastereoselective oxyselenation of cyclohexene and subsequent oxidation-elimination yielding the key intermediate (VIII), which allows further regioselective phenylselenylation. -(KIM, K. S.;