Atropopure Biaryls obtained by Directed C-H Activation

What is it about?

1,1,1,3,3,3-hexafluoroisopropanol (HFIP) was used as solvent for sulfoxide-directed oxidative olefination. The use of HFIP allowed to greatly improve yields but more importantly gave access to atropopure biaryls. The directing group could be later on converted giving access to a large set of substituted axially chiral scaffolds.

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Why is it important?

In an effort to limit the impact of chemistry on the environment, atom economy and reduction of chemical steps are highly desirable. Bond formation by C-H activation has a great potential regarding those two issues. Moreover obtaining axially pure biaryl is still a challenge nowadays. Such motif are of particular interest in drug discovery and asymmetric catalysis.