Design of Chiral Bifunctional Dialkyl Sulfide Catalysts for Regio‐, Diastereo‐, and Enantioselective Bromolactonization
Abstract
Although a wide variety of chiral organocatalysts have been developed for asymmetric transformations, effective chiral dialkyl sulfide organocatalysts remain relatively rare and under‐developed, despite the potential utility of dialkyl sulfide catalysts. Herein, we report the development of chiral bifunctional dialkyl sulfide catalysts possessing a urea moiety for regio‐, diastereo‐, and enantioselective bromolactonization. The importance of the bifunctional design of chiral sulfide catalysts was clearly demonstrated in the present work. The roles of both the sulfide and urea moieties of the catalyst were clarified based on the results of experimental and theoretical investigation.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Oct 26, 2018
- Source ID
- 10.1002/chem.201803703
Entities
People
- Ayaka Mochizuki
- Ayano Tsuchihashi
- Kazuma Kaneko
- Masahiro Yamanaka
- Ryuichi Nishiyori
- Seiji Shirakawa
Organizations
- Nagasaki University
- Office of Naval Research
- Rikkyo University