Ni-Catalyzed Enantioselective Allylic Alkylation of H‑Phosphinates

The asymmetric synthesis of P-stereogenic phosphinates through allylic alkylation of H-phosphinates has been developed. With H-phosphinates and allylic acetates as the starting materials, a variety of allylic P-chiral phosphinates were accessed in high enantioselectivities of up to 92% ee and genera...

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Veröffentlicht in:Organic letters 2021-11, Vol.23 (22), p.8683-8687
Hauptverfasser: Zhang, Qing, Liu, Xu-Teng, Wu, Yue, Zhang, Qing-Wei
Format: Artikel
Sprache:eng
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Zusammenfassung:The asymmetric synthesis of P-stereogenic phosphinates through allylic alkylation of H-phosphinates has been developed. With H-phosphinates and allylic acetates as the starting materials, a variety of allylic P-chiral phosphinates were accessed in high enantioselectivities of up to 92% ee and generally high yields. In addition, a further study demonstrated the applicability of this protocol, including the scale-up synthesis and facile transformation of chiral products from phosphinates to phosphine oxides with organolithium reagents under mild reaction conditions.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02986