Enantioselective Copper-Catalyzed Arylation-driven Semi-Pinacol Rearrangement of Allylic Alcohols with Diaryliodonium Salts
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Abstract
A copper-catalyzed enantioselective arylative semi-pinacol rearrangement of allylic alcohols using diaryliodonium salts is reported. Chiral Cu(II)-bisoxazoline catalysts initiate an electrophilic alkene arylation, triggering a 1,2-alkyl migration to afford a range of non-racemic spirocyclic ketones with high yields, diastero- and enantioselectivities.
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Journal of the American Chemical Society
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American Chemical Society
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Engineering and Physical Sciences Research Council (EP/I00548X/1)
European Research Council (259711)
European Research Council (259711)
Gaunt MJ: EPSRC (EP/100548X/1), ERC (ERC-STG-259711), and Royal Society (Wolfson Award).
Lukamto DH: Agency for Science Technology and Research (A*STAR, Singapore) for PhD scholarship.