Studies directed toward the synthesis of the massileunicellins. 2.
The fully substituted hydroisobenzofuran core of the massileunicellins containing 8 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.
Chai
Yonghai
Y
Dept. of Chemistry and Biochemistry, University of Arkansas, Fayetteville, AR 72701, USA.
Mou
Zonghong
Z
McIntosh
Matthias C
MC