Synthesis and properties of pentacoordinated phospha derivatives of iso-leucinol: A rare example of using of hydrophosphoranes as ligands in asymmetric catalysis
摘要:
New bicyclic (1) and tricyclic (2a) hydrophosphoranes have been synthesized from iso-leucinol. Complexation of bicyclic hydrophosphorane 1 with [PdCl2(COD)], [PdCl2(RCN)2] and [Pd(allyl)Cl]2 has been found to give chelate products [PdCl2(L)] and [Pd(allyl)(L)]+Cl− containing an "open" form of the phosphorane. Tricyclic hydrophosphorane 2a, as well as its homologue 2b, forms metal complexes with P-monodentate binding of a hydrophosphorane, phosphoranide or "open" form of the ligand. Up to 74% ee has been achieved in the Pd-catalyzed alkylation of 1,3-diphenylallyl acetate with dimethyl malonate using 1 and 2a and 2b as chiral ligands.
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DOI:
10.1016/S1381-1169(02)00633-7
被引量:
年份:
2003
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