Synthesis of chiral C2-symmetric 1,10-phenanthrolines from naturally occurring monoterpenes

被引:17
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
SYNTHESIS-STUTTGART | 2003年 / 01期
关键词
nitrogen heterocycles; 1,10-phenanthrolines; nitrogen ligands; bidentate ligands; Michael additions;
D O I
10.1055/s-2003-36260
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient procedure for the preparation of chiral C,symmetric 1,10-phenanthrolines bearing a chiral framework in the form of a cycloalkeno-condensed substituent in the 2,3- and 8,9-positions of the heterocycle is reported. Starting from the 2-benzyloxycyclohexanone, four 1,10-phenanthrolines derived from (-)-beta-pinene, (+)-alpha-pinene, (-)-isopinocampheol, and (+)-camphor were prepared according to a method based on a double Michael-aza-annulation-aromatization sequence.
引用
收藏
页码:73 / 78
页数:6
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