Synthesis of a [2.2]paracyclophane based planar chiral palladacycle by a highly selective kinetic resolution/C-H activation reaction

被引：45

作者：

Dendele, Nathalie ^{[1
,2
]}

Bisaro, Fabrice ^{[1
]}

Gaumont, Annie-Claude ^{[2
]}

Perrio, Stephane ^{[2
]}

Richards, Christopher J. ^{[1
]}

机构：

[1] Univ E Anglia, Sch Chem, Norwich NR4 7TJ, Norfolk, England

[2] ENSICAEN, Lab Chim Mol & Thioorgan, CNRS, UMR 6507, F-14050 Caen, France

来源：

CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 14期

关键词：

CATALYTIC ASYMMETRIC REARRANGEMENT; INTERMOLECULAR DIRECT ARYLATION; PROTON-ABSTRACTION MECHANISM; AZA-CLAISEN REARRANGEMENT; ALLYLIC AMINES; PHOSPHAPALLADACYCLES; FUNCTIONALIZATION; TEMPERATURE; ROUTE;

D O I：

10.1039/c2cc16864b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Kinetic resolution of racemic 4-N,N-dimethylaminomethyl[2.2]paracyclophane with 50% sodium tetrachloropalladate and (R)-N-acetylphenylalanine under basic conditions resulted in the formation of a (S-p)-planar chiral palladacycle (35%, >99% ee). Similarly use of 100 mol% sodium tetrachloropalladate resulted in higher levels of conversion and recovery of (S-p)-4-N,N-dimethylaminomethyl[2.2]paracyclophane (41%, >97% ee).

引用

页码：1991 / 1993

页数：3

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