Fu Yu, Hou Guo-Hua, Xie Jian-Hua, Xing Liang, Wang Li-Xin, Zhou Qi-Lin
State Key Laboratory and Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China.
J Org Chem. 2004 Nov 12;69(23):8157-60. doi: 10.1021/jo049146x.
New monodentate chiral phosphonites were synthesized from enantiomerically pure 1,1'-spirobiindane-7,7'-diol. The phosphonites 2 were efficient ligands for the Rh-catalyzed asymmetric hydrogenation of alpha- and beta-dehydroamino acid derivatives, providing the amino acids in high enantioselectivities. The study of electronic effect showed that the electron-withdrawing substitutent on the P-phenyl ring of the phosphonite ligand dramatically decreased both the reactivity and enantioselectivity of the ligand.
新型单齿手性亚磷酸酯由对映体纯的1,1'-螺二茚满-7,7'-二醇合成。亚磷酸酯2是铑催化α-和β-脱氢氨基酸衍生物不对称氢化反应的有效配体，能以高对映选择性提供氨基酸。电子效应研究表明，亚磷酸酯配体的磷苯环上的吸电子取代基显著降低了配体的反应活性和对映选择性。
