Studies directed toward the synthesis of the massileunicellins. Part 2
by Chai, Yonghai; Mou, Zonghong; McIntosh, Matthias C.
The fully substituted hydroisobenzofuran core of the massileunicellins containing eight contiguous stereocenters was prepared in 12 steps from (S)-(+)-carvone. Noteworthy elements of the synthesis include a one-step oxidative rearrangement/epoxidation, a novel stereoselective directed reduction of a keto diol, and a directed hydrogenation of a congested tetrasubstituted alkene.
- Journal
- Tetrahedron Letters
- Volume
- 51
- Issue
- 18
- Year
- 2010
- Start Page
- 2393-2395
- URL
- https://dx.doi.org/10.1016/j.tetlet.2010.02.095
- ISBN/ISSN
- 1873-3581; 0040-4039
- DOI
- 10.1016/j.tetlet.2010.02.095