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Chiral phosphites derived from carboranes: Electronic effect in catalytic asymmetric hydrogenation
Author(s) -
Lyubimov Sergey E.,
Kalinin Valery N.,
Tyutyunov Andrey A.,
Olshevskaya Valentina A.,
Dutikova Yulia V.,
Cheong Chan Seong,
Petrovskii Pavel V.,
Safronov Anton S.,
Davankov Vadim A.
Publication year - 2009
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.20565
Subject(s) - chemistry , phosphoramidite , chirality (physics) , substituent , denticity , asymmetric hydrogenation , catalysis , enantioselective synthesis , polar effect , electronic effect , medicinal chemistry , organic chemistry , crystal structure , chiral symmetry , dna , biochemistry , physics , quantum mechanics , oligonucleotide , nambu–jona lasinio model , quark
A series of new fine‐tunable monodentate phosphite and phosphoramidite ligands based on carboranes have been synthesized and used for asymmetric Rh‐catalyzed hydrogenation of prochiral olefins with the result of up to 99.8% ee. Dependence of the enantioselectivity on the electron‐withdrawing or electron‐donating properties of the carboranyl substituent has been studied. Chirality, 2009. © 2008 Wiley‐Liss, Inc.