Asymmetric Synthesis of Spirocyclic 2-Benzopyrans for Positron Emission Tomography of σ1 Receptors in the Brain

• Main Authors: Katharina Holl (Author), Dirk Schepmann (Author), Steffen Fischer (Author), Friedrich-Alexander Ludwig (Author), Achim Hiller (Author), Cornelius K. Donat (Author), Winnie Deuther-Conrad (Author), Peter Brust (Author), Bernhard Wünsch (Author)
• Format: Book
• Published: MDPI AG, 2014-01-01T00:00:00Z.
• Subjects: article
• Online Access: Connect to this object online.

Sharpless asymmetric dihydroxylation of styrene derivative 6 afforded chiral triols (R)-7 and (S)-7, which were cyclized with tosyl chloride in the presence of Bu2SnO to provide 2-benzopyrans (R)-4 and (S)-4 with high regioselectivity. The additional hydroxy moiety in the 4-position was exploited fo...