Novel access to chiral 1,1′-disubstituted ferrocene derivatives via double stereoselective cyanohydrin synthesis exploiting the hydroxynitrile lyase from Hevea brasiliensis

被引：28

作者：

Fröhlich, RFG ^{[1
]}

Zabelinskaja-Mackova, AA ^{[1
]}

Fechter, MH ^{[1
]}

Griengl, H ^{[1
]}

机构：

[1] Graz Univ Technol, Inst Organ Chem, A-8010 Graz, Austria

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 03期

关键词：

D O I：

10.1016/S0957-4166(02)00826-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A novel route to chiral ferrocene derivatives involving the application of hydroxynitrile lyase from Hevea brasiliensis has been developed. The method allows the conversion of formylferrocene I and 1,1'-diformylferrocene 2 into their corresponding chiral cyanohydrins. (R)-(Cyanohydroxymethyl)ferrocene 3 and (R,R)-1,1'-bis(cyanohydroxymethyl)ferrocene 4 were obtained in high yield and stereochemical purity using this method. The full structural characterisation of the latter including the determination of diastereomeric purity and the assignment of the absolute configuration is disclosed. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：355 / 362

页数：8

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