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Highly Enantioselective Synthesis of α‐Hydroxy Phosphonic Acid Derivatives by Rh‐Catalyzed Asymmetric Hydrogenation with Phosphine–Phosphoramidite Ligands
Author(s) -
Wang DaoYong,
Hu XiangPing,
Huang JiaDi,
Deng Jun,
Yu SaiBo,
Duan ZhengChao,
Xu XueFeng,
Zheng Zhuo
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200702924
Subject(s) - phosphoramidite , enantioselective synthesis , phosphine , chemistry , asymmetric hydrogenation , enol , catalysis , alkoxy group , aryl , alkyl , diene , organic chemistry , medicinal chemistry , dna , biochemistry , oligonucleotide , natural rubber
A class act : Unsymmetrical hybrid phosphine–phosphoramidite ligands with central and axial chirality are applied to the highly enantioselective hydrogenation of various enol ester phosphonates (see scheme; cod=cycloocta‐1,5‐diene). Enantioselectivities up to 99.9 % ee are obtained for all classes of β‐aryl, β‐alkoxy, and β‐alkyl substrates.