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Unexpected efficiency of non‐ C 2 ‐symmetric bis(hydroxyamide)‐based zinc‐chelate catalysts
Author(s) -
SánchezCarnerero Esther M. Márquez,
de las Casas Engel Tomás,
Lora Maroto Beatriz,
de la Moya Cerero Santiago
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.20958
Subject(s) - diethylzinc , chemistry , chelation , zinc , benzaldehyde , enantioselective synthesis , catalysis , chirality (physics) , amide , combinatorial chemistry , medicinal chemistry , organic chemistry , stereochemistry , computational chemistry , chiral symmetry breaking , physics , quantum mechanics , quark , nambu–jona lasinio model
Asymmetric bis(hydroxyamide)‐based zinc‐chelate catalysts are able to promote the enantioselective addition of diethylzinc to benzaldehyde in the absence of titanium with yields and ee s comparable, or inclusively superior, to their C 2 ‐symmetric analogues. This unexpected fact demonstrates that the previously established assumption on the necessity of using C 2 ‐symmetric bis(hydrdoxyamides) to generate C 2 ‐symmetric zinc‐chelate catalysts can be discarded, which expand the possibilities for designing new ligands based on the interesting hydroxyl‐amide functional grouping. Chirality, 2011. © 2011 Wiley‐Liss, Inc.
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