Development of P*-monodentate diamidophosphites with a C1-symmetric 1,2-diamine backbone: the effects of substituents in the 1,3,2-diazaphospholidine cycle on Pd-catalyzed asymmetric allylations

被引：8

作者：

Gavrilov, Konstantin N. ^{[1
]}

Shiryaev, Alexei A. ^{[1
]}

Zheglov, Sergey V. ^{[1
]}

Potapova, Oksana V. ^{[1
]}

Chuchelkin, Ilya V. ^{[1
]}

Novikov, Ivan M. ^{[1
]}

Rastorguev, Eugenie A. ^{[2
]}

Davankov, Vadim A. ^{[2
]}

机构：

[1] Ryazan State Univ, Dept Chem, Ryazan 390000, Russia

[2] Russian Acad Sci, Inst Organoelement Cpds, Moscow 119991, Russia

来源：

TETRAHEDRON-ASYMMETRY | 2013年 / 24卷 / 07期

关键词：

TRANSFER HYDROGENATION; ALLYLIC SUBSTITUTION; PHOSPHORUS LIGANDS; EFFICIENT LIGANDS; PHOSPHITE LIGANDS; CHIRAL LIGANDS; BINOL; PHOSPHORAMIDITES; COMPLEXES; LIBRARIES;

D O I：

10.1016/j.tetasy.2013.02.010

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

We have designed and synthesized a small library of modular monodentate diamidophosphite ligands with stereogenic phosphorus atoms. The library was prepared efficiently from the commercially available and inexpensive (S)-N-Boc-amino acids. These novel ligands were screened in the Pd-catalyzed asymmetric allylations of (E)-1,3-diphenylallyl acetate with dimethyl malonate as the C-nucleophile with up to 93% ee being obtained. The results showed that the different substituents in the 1,3,2-diazaphospholidine cycle had remarkable effects on the enantioselectivity. (c) 2013 Elsevier Ltd. All rights reserved.

引用

页码：409 / 417

页数：9

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