Asymmetric synthesis of ferrocenylazido alcohols and their derivatization to novel chiral ferrocenyl-thiazoline ligands with C2-symmetry

被引：44

作者：

Tárraga, A ^{[1
]}

Molina, P ^{[1
]}

Curiel, D ^{[1
]}

Bautista, D ^{[1
]}

机构：

[1] Univ Murcia, Dept Quim Organ, Fac Quim, E-30071 Murcia, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2002年 / 13卷 / 15期

关键词：

D O I：

10.1016/S0957-4166(02)00441-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The synthesis of previously unreported chiral ferrocenyl-thiazoline ligands is described. (R)-2-Azido-1-ferrocenylethanol 3 and (R,R)-1,1'-bis(2-azido-1-hydroxyethyl)ferrocene 10. available by enantioselective borane reduction of alpha-azidoacetyl ferrocene 1 and 1,1'-bis(2-azidoacetyl)ferrocene 2, respectively. were converted into the corresponding ferrocenyl thiazolines by a three-step sequence invoking catalytic hydrogenation, acylation and cyclization promoted by Lawesson's reagent. New chiral ferrocene-thiazolines with C-2-symmetry were obtained either from (R)-2-azido-1-ferrocenylethanol 3 and diacyl chlorides or from (R,R)-1,1'-bis(2-azido-1-hydroxyethyl)ferrocene 10 and monoacyl chlorides, (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：1621 / 1628

页数：8

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