Synthesis and properties of pentacoordinated phospha derivatives of iso-leucinol -: A rare example of using of hydrophosphoranes as ligands in asymmetric catalysis

被引:19
作者
Gavrilov, KN
Polosukhin, AI
Bondarev, OG
Lyubimov, SE
Lyssenko, KA
Petrovskii, PV
Davankov, VA
机构
[1] Ryazan State Pedag Univ, Dept Chem, Ryazan 390000, Russia
[2] Russian Acad Sci, Inst Organoelement Cpds, Moscow 119991, Russia
关键词
hydrophosphoranes; palladium complexes; allylic alkylation;
D O I
10.1016/S1381-1169(02)00633-7
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
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. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:39 / 53
页数:15
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