Co(II)‐salen catalyzed stereoselective cyclopropanation of fluorinated styrenes
Abstract
Three cis‐selective Co(II)‐salen complexes have been developed for the asymmetric cyclopropanation of para‐fluorinated styrenes with ethyl diazoacetate. Increasing the steric reach of the C2‐symmetric ligand side chains improved the enantiomeric ratio of the reaction from 28:1 to 66:1. The methodology was exemplified by the gram‐scale synthesis of a lead compound for the treatment of castration‐resistant prostate cancer (CRPC), as well as a structurally related analog.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Nov 03, 2019
- Source ID
- 10.1002/chir.23144
Entities
People
- Peter Wipf
- Prasanth R. Nyalapatla
- Serene Tai
- Taber S. Maskrey
Organizations
- United States Department of Defense
- University of Pittsburgh