Palladium-Catalyzed\nEnantioselective Synthesis of\nP(V)-Stereogenic Compounds via Desymmetric Annulation of Prochiral\nPhosphinamides and Aryl Iodides

The enantioselective synthesis of P(V)-stereogenic compounds\nhas\nemerged as an interesting research topic primarily due to their significant\nbiological activity and broad application prospects. Herein, we disclose\na method for the construction of P(V)-stereogenic compounds from prochiral\nphosphinamides and aryl iodides via palladium- and chiral norbornene-catalyzed\ndesymmetric annulation. The P(V)-stereogenic compounds were formed\nwith a broad scope with excellent enantiomeric excesses. It is noteworthy\nthat the synthetic value of this procedure was proven by a variety\nof transition metal-catalyzed cross-coupling reactions using the C–Br\nbond on the product as a versatile linchpin electrophile.

Publication Details

Journal
Figshare
Published
2024-12-30
DOI
https://doi.org/10.1021/acs.orglett.4c04007.s001
Primary Topic
German History and Society
Type
article
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article

Palladium-Catalyzed\nEnantioselective Synthesis of\nP(V)-Stereogenic Compounds via Desymmetric Annulation of Prochiral\nPhosphinamides and Aryl Iodides

Figshare
German History and Society
article

Palladium-Catalyzed\nEnantioselective Synthesis of\nP(V)-Stereogenic Compounds via Desymmetric Annulation of Prochiral\nPhosphinamides and Aryl Iodides

article en

Abstract

The enantioselective synthesis of P(V)-stereogenic compounds\nhas\nemerged as an interesting research topic primarily due to their significant\nbiological activity and broad application prospects. Herein, we disclose\na method for the construction of P(V)-stereogenic compounds from prochiral\nphosphinamides and aryl iodides via palladium- and chiral norbornene-catalyzed\ndesymmetric annulation. The P(V)-stereogenic compounds were formed\nwith a broad scope with excellent enantiomeric excesses. It is noteworthy\nthat the synthetic value of this procedure was proven by a variety\nof transition metal-catalyzed cross-coupling reactions using the C–Br\nbond on the product as a versatile linchpin electrophile.

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German History and Society
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