SPHENOL, A New Chiral Framework for Asymmetric Synthesis
Ronghua Zhang1, Shulin Ge1, Jianwei Sun1,2
1Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China.
Abstract:
Privileged chiral catalysts have found tremendous applications and thus immensely advanced asymmetric synthesis in the past few decades. However, truly privileged chiral frameworks are still extremely limited. Thus, the search for and development of new versatile members remain in high demand but challenging. Herein we report the design, synthesis, and application of a new chiral framework, SPHENOL, which features combined advantages of BINOL and SPINOL. This unique feature enables SPHENOL to serve as a new platform for the development of chiral ligands and catalysts. Its superior performance has been demonstrated in mechanistically unrelated reactions, including asymmetric hydrogenation, hydroacylation, and spirocyclization for the practical asymmetric synthesis of SPHENOL itself. These results indicated the great potential of SPHENOL as a useful chiral framework.
More Related Videos
12:30Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
10:42Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Related Concept Videos
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Prochirality
Preparation and Reactions of Sulfides
SN2 Reaction: Stereochemistry
If the substrate is an achiral molecule at the α-carbon, the inversion of configuration is not...
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Naming Enantiomers
