Work

Rhodium‐Catalyzed Asymmetric 1,4‐Additions, in Water at Room Temperature, with In‐Flask Catalyst Recycling

Year: 2012

Type: article

Abstract: Using the newly introduced designer surfactant polyethyleneglycol ubiquinol sebacate (PQS), as the platform for micellar catalysis, nonracemic BINAP has been covalently attached and rhodium(I) inserted to form PQS-BINAP-Rh. This species, the first example of a nonracemically-ligated transition metal catalyst-tethered amphiphile, can be utilized for Rh-catalyzed asymmetric conjugate addition reactions of arylboronic acids to acyclic and cyclic enones. These are performed in water at room temperature, while the catalyst can be recycled without its removal from water in the reaction vessel.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.201200160

Authors: Bruce H. Lipshutz, Nicholas A. Isley, Ralph Moser, Subir Ghorai, Helena Leuser, Benjamin R. Taft

Institution: University of California, Santa Barbara

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Institutes of Health, National Institute of General Medical Sciences

Award: Transition Metal-Catalyzed Chemistry in Water at Room Temperature