Stereoselective reactions of chiral amines with racemic chlorophosphines

被引：17

作者：

Gryshkun, EV ^{[1
]}

Andrushko, NV ^{[1
]}

Kolodiazhnyi, OI ^{[1
]}

机构：

[1] Natl Acad Sci Ukraine, Inst Bioorgan Chem & Petrochem, UA-252143 Kiev, Ukraine

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2004年 / 179卷 / 06期

关键词：

asymmetric induction; chiral aminophosphines; stereoselectivity;

D O I：

10.1080/10426500490459650

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Racemic chlorophosphines react stereoselectively with. chiral l-phenylethylamines or amino acid esters to give diastereomerically enriched aminophosphines 3, which were isolated as diastereomerically pure crystalline borane complexes. Oxidation, thionations the reaction with methyl iodide provide optically active derivatives of aminophosphines. (R,S)- and (S,S)-stereomers of phosphinic acid amides were separated by crystallization and a flash-chromatography. The stereochemical properties of phosphorus acid amides were investigated. The mechanism of asymmetric induction at the trivalent phosphorus atom was rationalized.

引用

页码：1027 / 1046

页数：20

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