Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume -, Issue -, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202218299
Keywords
Alkynes; Cross-Coupling; Metallaphotoredox; Nickel; Phosphorus
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Transition-metal-catalyzed asymmetric carbon-carbon bond formation has been successful for the synthesis of phosphonates with an alpha-chiral carbon center through C(sp(3))-C(sp(3)) and C(sp(2))-C(sp(3)) couplings. However, the enantioselective C(sp)-C(sp(3)) coupling has not been reported. This study presents an unprecedented enantioconvergent cross-coupling of alkynyl bromides and alpha-bromo phosphonates to produce chiral alpha-alkynyl phosphonates.
Transition-metal-catalyzed asymmetric carbon-carbon bond formation to forge phosphonates with an alpha-chiral carbon center through C(sp(3))-C(sp(3)) and C(sp(2))-C(sp(3)) couplings has been successful. However, the enantioselective C(sp)-C(sp(3)) coupling has not yet been disclosed. Reported herein is an unprecedented enantioconvergent cross-coupling of alkynyl bromides and alpha-bromo phosphonates to deliver chiral alpha-alkynyl phosphonates.
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