Diastereomeric amides from rac-3,3′,4,4′-tetramethyl-1,1′-diphosphaferrocene-2-carboxylic acid and (S)-α-phenylethylamine:: separation and determination of absolute configuration

被引：12

作者：

Klys, A ^{[1
]}

Nazarski, RB ^{[1
]}

Zakrzewski, J ^{[1
]}

机构：

[1] Univ Lodz, Dept Organ Chem, PL-90136 Lodz, Poland

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2001年 / 627卷 / 02期

关键词：

planar chirality; central chirality; 1,1 '-diphosphaferrocene; carboxylic acid; amide; absolute configuration;

D O I：

10.1016/S0022-328X(01)00719-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Reaction of racemic 3,3',4,4'-tetramethyl-1,1'-diphosphaferrocene-2-carboxylic acid 1 with (S)-alpha -phenylethylamine in the presence of benzotriazol-1-yl-oxytris-(dimethylamino hexafluorophosphate and diisopropylethylamine leads to diastereomeric amides, (S,R)-2 and (S,S)-2. The diastereomers were separated by column chromatography and their absolute configurations were determined from NMR data supported by molecular modeling. (C) 2001 Elsevier Science B.V. All rights reserved.

引用

页码：135 / 138

页数：4

共 16 条

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[2]

DILLON KB, 1998, PHOSPHORUS CARBON CO, P258

[3] COMPARATIVE-STUDY OF SELECTED COUPLING REAGENTS IN DIPEPTIDE SYNTHESIS [J].