[7]螺旋烯类分子的不对称合成。

Asymmetric synthesis of [7]helicene-like molecules.

作者信息

Stará Irena G, Alexandrová Zuzana, Teplý Filip, Sehnal Petr, Starý Ivo, Saman David, Budesínský Milos, Cvacka Josef

机构信息

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic.

出版信息

Org Lett. 2005 Jun 23;7(13):2547-50. doi: 10.1021/ol047311p.

DOI:10.1021/ol047311p

PMID:15957887

Abstract

[reaction: see text] A new approach to nonracemic [7]helicene-like molecules has been developed. Stereoselective Co(I)-mediated [2 + 2 + 2] cycloisomerization of aromatic triynes containing an asymmetric carbon atom produces [7]helicene-like scaffolds in diastereomeric ratios up to 100:0. This central-to-helical chirality transfer can be controlled by the absolute configuration at the asymmetric center and by the presence of carbon substituents.

摘要

[反应：见正文] 已开发出一种合成非外消旋[7]螺旋烯类分子的新方法。含有不对称碳原子的芳族三炔经立体选择性钴（I）介导的[2 + 2 + 2]环异构化反应，可生成非对映体比例高达100:0的[7]螺旋烯类骨架。这种从中心手性到螺旋手性的转移可通过不对称中心的绝对构型以及碳取代基的存在来控制。