Studies towards total synthesis of borrelidin, stereoselective synthesis of the polysubstituted macrolidic part

Autor: Haddad, Nizar, Grishko, Michael, Brik, Ashraf
Zdroj: Tetrahedron Letters; January 1997, Vol. 38 Issue: 34 p6075-6078, 4p
Abstrakt: Enantioselective synthesis of the polysubstituted macrolidic part of borrelidin ( 1) is presented. Six out of the nine stereogenic centers in 12and 13were achieved in >99.2 %ee in seven steps from meso-diol 4. The synthesis is based on enantioselective formation of bis-epoxide 10followed by regioselective alkylation of the epoxide functionalities.
Databáze: Supplemental Index