Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P‑Chiral Phosphines

Catalytic synthesis of nonracemic P-chiral phosphine derivatives remains a significant challenge. Here we report Cu-catalyzed enantioselective arylation of secondary phosphine oxides with diaryliodonium salts for the synthesis of tertiary phosphine oxides with high enantiomeric excess. The new proce...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2016-10, Vol.138 (40), p.13183-13186
Main Authors: Beaud, Rodolphe, Phipps, Robert J, Gaunt, Matthew J
Format: Article
Language:English
Subjects:
Communication
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Summary:Catalytic synthesis of nonracemic P-chiral phosphine derivatives remains a significant challenge. Here we report Cu-catalyzed enantioselective arylation of secondary phosphine oxides with diaryliodonium salts for the synthesis of tertiary phosphine oxides with high enantiomeric excess. The new process is demonstrated on a wide range of substrates and leads to products that are well-established P-chiral catalysts and ligands.
ISSN:0002-7863
1520-5126
1520-5126
DOI:10.1021/jacs.6b09334