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Application of a new amidophosphite ligand to Rh‐catalyzed asymmetric hydrogenation of β‐dehydroamino acid derivatives in supercritical carbon dioxide: Activation effect of protic co‐solvents
Author(s) -
Lyubimov Sergey E.,
Rastorguev Eugenie A.,
Davankov Vadim A.
Publication year - 2011
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20992
Subject(s) - chemistry , supercritical carbon dioxide , catalysis , ligand (biochemistry) , supercritical fluid , chirality (physics) , carbon dioxide , organic chemistry , biochemistry , chiral symmetry breaking , receptor , physics , quantum mechanics , nambu–jona lasinio model , quark
New chiral amidophosphite ligand was synthesized and tested in the Rh‐catalyzed asymmetric hydrogenation of ( Z )‐β‐(acylamino)acrylates in protic solvents and supercritical carbon dioxide (scCO 2 ) The catalytic performance is affected greatly by the acidity of the solvents. Better enantioselectivity (up to 88% ee ) was achieved in scCO 2 containing 1,1,1,3,3,3‐hexafluoro‐2‐propanol, compared to neat protic solvents. Chirality, 2011. © 2011 Wiley‐Liss, Inc.