211692-24-9Relevant academic research and scientific papers
Ansa macrolides as molecular workbenches: Stereocontrolled syn additions to E olefins
Mulzer, Johann,Schein, Karin,Bats, Jan W.,Buschmann, Juergen,Luger, Peter
, p. 1566 - 1569 (2007/10/03)
Fixed on an aromatic platform in a conformationally defined way, acyclic (E)-alkenes can be considered gripped on a molecular workbench. The olefinic ansa-macrolides formed in this way are shielded on one face. On epoxidation and dihydroxylation [Eq. (1)] the attack on the double bond takes place diastereoselectively from outside the ring, and the ansa chain can subsequently be cleaved from the workbench by mild hydrogenolysis. Bn = benzyl, NMO = N-methylmorpholin-N-oxide.
