Synthesis of chiral [5]helicenes using aromatic oxy-Cope rearrangement as a key step

被引：61

作者：

Ogawa, Y

Toyama, M

Karikomi, M ^{[1
]}

Seki, K

Haga, K

Uyehara, T

机构：

[1] Utsunomiya Univ, Fac Engn, Dept Appl Chem, Utsunomiya, Tochigi 3218585, Japan

[2] Utsunomiya Univ, Ctr Instrumental Anal, Utsunomiya, Tochigi 3218585, Japan

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 10期

关键词：

bicyclic compounds; aromatic oxy-Cope rearrangement; chiral [5]helicenes;

D O I：

10.1016/S0040-4039(03)00150-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Both enantiomers of (P)-(+)-2- and (M)-(-)-2-acetoxy-11,14-dimethy][5]helicenes 8 were synthesized by asymmetric aromatic oxy-Cope rearrangement of the corresponding chiral bridged bicyclic compounds, which were obtained by enzymatic resolution. The absolute configurations of 8 were assigned by their circular dichroism spectra. (C) 2003 Elsevier Science Ltd. All rights reserved.

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页码：2167 / 2170

页数：4

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