Synthesis and application in asymmetric copper(I)-catalyzed allylic oxidation of a new chiral 1,10-phenanthroline derived from pinene

被引：44

作者：

Chelucci, G

Loriga, G

Murineddu, G

Pinna, GA

机构：

[1] Univ Sassari, Dipartimento Chim, I-07100 Sassari, Italy

[2] Univ Sassari, Dipartimento Farmaco Chim Tossicol, I-07100 Sassari, Italy

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 19期

关键词：

1,10-phenanthrolines; copper complex; allylic oxidation; enantiosclectivity;

D O I：

10.1016/S0040-4039(02)00549-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient and rapid method for the preparation of chiral C-2-symmetric 1,10-phenanthrolines is reported. As an example of this procedure the synthesis of new 1,10-phenanthroline (+)-7 and its 5,6-dihydro derivative (+)-6 from (-)-beta-pinene is described. These ligands have been assessed in asymmetric copper(l)-catalyzed allylic oxidation of cycloalkenes affording enantioselectivities up to 7%. (C) 2002 Published by Elsevier Science Ltd.

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页码：3601 / 3604

页数：4

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