The first stereoselective total synthesis of naturally occurring, bioactive (3R,5R)-1-(4-hydroxyphenyl)-7-phenylheptane-3,5-diol and the synthesis of its enantiomer

摘要

The first stereoselective total synthesis of the naturally occurring anti-emetic diarylheptanoid (3R,5R)-1-(4-hydroxyphenyl)-7-phenylheptane-3,5-diol (1) was accomplished starting from 4-hydroxybenzaldehyde and involving a Sharpless kinetic resolution and an asymmetric epoxidation as the key steps (Scheme 2). The enantiomer 1a of this compound was also simultaneously prepared.