Palladium-Catalyzed Stereoselective Cyclization of in Situ Formed Allenyl Hemiacetals: Synthesis of Rosuvastatin and Pitavastatin

Org Lett. 2018 Jun 1;20(11):3286-3290. doi: 10.1021/acs.orglett.8b01156. Epub 2018 May 17.

Abstract

A diastereoselective palladium-catalyzed cyclization of allenyl hemiacetals is described. It permits the selective synthesis of 1,3-dioxane derivatives, precursors for syn-configured 1,3-diols which make an appearance in all of the statin representatives. The reaction allows the total synthesis of Rosuvastatin and Pitavastatin in a straightforward fashion.

Publication types

  • Research Support, Non-U.S. Gov't