Asymmetric Synthesis of [7]Helicene-Like Molecules
Organic Letters2005Vol. 7(13), pp. 2547–2550
Citations Over TimeTop 10% of 2005 papers
Irena G. Stará̈, Zuzana Alexandrová, Filip Teplý, Petr Sehnal, Ivo Starý, David Šaman, Miloš Buděšı́nský, Josef Cvačka
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.
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