Asymmetric synthesis of [7]helicene-like molecules.
[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.
Stará
Irena G
IG
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz
Alexandrová
Zuzana
Z
Teplý
Filip
F
Sehnal
Petr
P
Starý
Ivo
I
Saman
David
D
Budesínský
Milos
M
Cvacka
Josef
J