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Synfacts 2011(5): 0572-0572
DOI: 10.1055/s-0030-1259814
DOI: 10.1055/s-0030-1259814
Polymer-Supported Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Silica-Supported Chiral Rhodium Complex for Asymmetric Hydrogenation
N. Fukaya*, S. Onozawa, M. Ueda, T. Miyaji, Y. Takagi, T. Sakakura, H. Yasuda*
National Institute of Advanced Industrial Science and Technology, Tsukuba and N.E. CHEMCAT Corporation, Numazu, Japan
Further Information
Publication History
Publication Date:
15 April 2011 (online)
Significance
A silica-supported chiral phosphine ligand L was prepared by immobilization of tripodal chiral phosphine 4, which was obtained from tripodal linker unit 1 onto mesoporous silica (TMPS-4). The asymmetric hydrogenation of (Z)-α-(acetamido)cinnamic acid proceeded in the presence of [Rh(cod)(MeCN)2]BF4 and L under H2 atmosphere at room temperature to afford N-acetylphenylalanine in 98% yield with 95% ee.