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Synthesis of Phospholane–Phosphoramidite Ligands and their Application in Asymmetric Catalysis
Author(s) -
Hammerer Tim,
Leitner Walter,
Franciò Giancarlo
Publication year - 2015
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201500070
Subject(s) - phosphoramidite , hydroformylation , chemistry , catalysis , asymmetric hydrogenation , aryl , chirality (physics) , enantioselective synthesis , combinatorial chemistry , organic chemistry , rhodium , biochemistry , chiral symmetry , dna , alkyl , physics , quantum mechanics , oligonucleotide , quark , nambu–jona lasinio model
A set of phospholane–phosphoramidite ligands, which possess four elements of chirality, has been synthesized through a modular diastereoselective process. The ligands were applied in the Rh‐catalyzed asymmetric CC hydrogenation of several functionalized olefins with enantioselectivities of up to 99 % ee and a turnover frequency of up to 12 000 h −1 , in the Rh‐catalyzed hydroformylation of vinyl arenes with enantioselectivities of up to 79 % ee , and in the Ir‐catalyzed asymmetric CN hydrogenation of different aryl imines with enantioselectivities of up to 79 % ee .
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