An expeditious route to planar chiral sulfur-based scaffolds has been achieved in two operational steps from cheap and commercial [2.2]paracyclophane hydrocarbon. The sulfur atom was introduced in a specific benzylic position of the [2.2]paracyclophane according to a reductive sulfanylation reaction, which proceeds under two complementary reaction conditions with either the BF·OEt/EtSiH or TFA/BH·THF combinations. The study was completed by the development of a highly efficient resolution approach by HPLC.
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| http://dx.doi.org/10.1021/acs.joc.0c02235 | DOI Listing |
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