Asymmetric synthesis of [7]helicene-like molecules

被引:73
|
作者
Stará, IG [1 ]
Alexandrová, Z [1 ]
Teply, F [1 ]
Sehnal, P [1 ]
Stary, I [1 ]
Saman, D [1 ]
Budesínsky, M [1 ]
Cvacka, J [1 ]
机构
[1] Acad Sci Czech Republ, Inst Organ Chem & Biochem, CR-16610 Prague, Czech Republic
关键词
D O I
10.1021/ol047311p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new approach to nonracemic [7]helicene-like molecules has been developed. Stereoselective Col-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.
引用
收藏
页码:2547 / 2550
页数:4
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