Issue 24, 2021

Design of chiral ferrocenylphosphine-spiro phosphonamidite ligands for ruthenium-catalyzed highly enantioselective coupling of 1,2-diols with amines

Abstract

A series of chiral ferrocene-backbone phosphines-spiro phosphonamidite ligands was developed for ruthenium-catalyzed enantioselective access to a broad range of β-amino alcohols from 1,2-diols and amines via the borrowing-hydrogen prciniple. Up to >99% ee with a broad substrate scope was attained. Late-stage functionalization of drugs and natural products were realized by means of this route. Data from density-functional-theory studies were in good agreement with experimental results.

Graphical abstract: Design of chiral ferrocenylphosphine-spiro phosphonamidite ligands for ruthenium-catalyzed highly enantioselective coupling of 1,2-diols with amines

Supplementary files

Article information

Article type
Research Article
Submitted
24 sen 2021
Accepted
27 okt 2021
First published
03 noy 2021

Org. Chem. Front., 2021,8, 6830-6836

Design of chiral ferrocenylphosphine-spiro phosphonamidite ligands for ruthenium-catalyzed highly enantioselective coupling of 1,2-diols with amines

X. Yi, Y. Chen, A. Huang, D. Song, J. He, F. Ling and W. Zhong, Org. Chem. Front., 2021, 8, 6830 DOI: 10.1039/D1QO01443A

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