Studies directed toward the synthesis of the massileunicellins
by Chai, Yonghai; McIntosh, Matthias C.
An approach to the massileunicellins is described that employs a cycloaldol reaction to assemble the isobenzofuran bicyclic core. A stereoselective rearrangement-epoxidation-oxidation cascade and a chelation controlled addition to a hindered acyl furan are used to install the C3, C11, C12, and C13 oxygens. The synthesis establishes eight of the nine stereocenters present in the isobenzofuran core of the massileunicellins.
- Journal
- Tetrahedron Letters
- Volume
- 45
- Issue
- 16
- Year
- 2004
- Start Page
- 3269-3272
- URL
- https://dx.doi.org/10.1016/j.tetlet.2004.02.112
- ISBN/ISSN
- 1873-3581; 0040-4039
- DOI
- 10.1016/j.tetlet.2004.02.112