Synthesis of enantiopure angularly condensed [2.2]paracyclophanes containing five-membered rings

被引：20
|
作者：
Minuti, L
Taticchi, A
Marrocchi, A
Lanari, D
Broggi, A
Gacs-Baitz, E
机构：
[1] Univ Perugia, Dipartimento Chim, I-06123 Perugia, Italy
[2] Hungarian Acad Sci, Cent Inst Chem, H-1525 Budapest, Hungary
来源：
TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 04期
关键词：
D O I：
10.1016/S0957-4166(02)00833-9
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Optically active angularly condensed [2.2]paracyclophanes containing five-membered rings hake been synthesized by a two-step approach based on the Diels-Alder cycloaddition of (S)-(+)-4-vinyl[2.2]paracyclophane. Structural analysis by NMR spectroscopy is presented. These helicenophanes containing a cyclopentane ring show extraordinarily high specific rotations. This phenomenon has been discussed in terms of structural modifications caused by the replacement of the benzene unit with a cyclopentane ring. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：481 / 487
页数：7
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