Issue 20, 2024

Enantioselective construction of planar, axially and central chiral ferrocenyl phosphines via a Pd-catalyzed domino reaction and diastereoselective phosphination

Abstract

A family of both axially and planar chiral ferrocene systems was synthesized through a Pd-catalyzed domino reaction, affording remarkable results (up to 76% yield) with excellent enantioselectivities (up to 99% ee) and diastereoselectivities (up to >20 : 1 dr). The products were thereafter transformed into ferrocenyl phosphines, featuring all central, planar and axial chiralities, exhibiting excellent diastereoselectivities. The Pd-catalyzed enantioselective allylic alkylation reaction demonstrated the potential application of the novel developed ligand, which showcased remarkable enantioselectivity (99% ee).

Graphical abstract: Enantioselective construction of planar, axially and central chiral ferrocenyl phosphines via a Pd-catalyzed domino reaction and diastereoselective phosphination

Supplementary files

Article information

Article type
Research Article
Submitted
06 Aug 2024
Accepted
26 Aug 2024
First published
30 Aug 2024

Org. Chem. Front., 2024,11, 5908-5913

Enantioselective construction of planar, axially and central chiral ferrocenyl phosphines via a Pd-catalyzed domino reaction and diastereoselective phosphination

C. Gao, T. Ren, Y. Liu, X. Meng, J. Liu, Z. Song, J. Hu, Y. Yang, W. Zhang and H. Zhang, Org. Chem. Front., 2024, 11, 5908 DOI: 10.1039/D4QO01409J

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