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Rhodium-catalyzed regioselective addition of thioacids to terminal allenes: enantioselective access to branched allylic thioesters.

Rhodium-catalyzed regio- and enantioselective hydrothiolation of terminal allenes with thioacids is reported for the atom-economic synthesis of chiral branched allylic thioesters. By using a rhodium(I) catalyst system, diversities of terminal… Click to show full abstract

Rhodium-catalyzed regio- and enantioselective hydrothiolation of terminal allenes with thioacids is reported for the atom-economic synthesis of chiral branched allylic thioesters. By using a rhodium(I) catalyst system, diversities of terminal allenes and thioacids afforded the corresponding branched thioesters in excellent regioselectivity, high yield, and good enantioselectivity. This method was also explored for Fmoc-protected aminothioacids for diastereoselective synthesis of the corresponding thioesters.

Keywords: allylic thioesters; catalyzed regioselective; rhodium catalyzed; terminal allenes; regioselective addition; branched allylic

Journal Title: Chemical communications
Year Published: 2022

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