Synthesis of solution-phase phosphoramidite and phosphite ligand libraries and their in situ screening in the rhodium-catalyzed asymmetric addition of arylboronic acids.
Herein, we report the automated parallel synthesis of solution-phase libraries of phosphoramidite ligands for the development of enantioselective catalysts. The ligand libraries are screened in situ in the asymmetric rhodium-catalyzed addition of arylboronic acids to aldehydes and imines. It is shown that the described methodology results in the straightforward discovery of leads for highly efficient enantioselective catalysts.
Jagt
Richard B C
RB
Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
Toullec
Patrick Y
PY
Schudde
Ebe P
EP
de Vries
Johannes G
JG
Feringa
Ben L
BL
Minnaard
Adriaan J
AJ
D001897:Boronic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D008024:Ligands; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D017905:Phosphites / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*; D012996:Solutions / Q000737:chemistry; D013237:Stereoisomerism
D001897:Boronic Acids; D008024:Ligands; D009943:Organophosphorus Compounds; D017905:Phosphites; D012996:Solutions; C434331:phosphoramidite; D012238:Rhodium