The synthesis of L-proline derived hexaazamacrocyclic ligands of C3 symmetry via intramolecular methyl ester aminolysis

被引：10

作者：

Achmatowicz, M

Jurczak, J

机构：

[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland

[2] Univ Warsaw, Dept Chem, PL-02093 Warsaw, Poland

来源：

TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 03期

关键词：

D O I：

10.1016/S0957-4166(01)00068-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A convenient synthesis of enantiomerically pure 18-, 21-. and 24-membered hexaaza-crown ligands is presented. Linear alpha,omega -aminoesters, prepared from L-proline, undergo intramolecular aminolysis to afford the corresponding 18-, 21-, and 24-membered macrocyclic amides in satisfactory yields (42, 65. and 22%, respectively). These were subsequently transformed into the title macrocyclic hexamines via exhaustive reduction with a borane-dimethylsulfide complex. X-Ray structures of two larger macrocyclic amides are also presented. (C) 2001 Elsevier Science Ltd. All rights reserved.

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页码：487 / 495

页数：9

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