» Articles » PMID: 36892214

Manganese(I)-Catalyzed Asymmetric Hydrophosphination of α,β-Unsaturated Carbonyl Derivatives

Overview
Journal Org Lett
Specialties Biochemistry
Chemistry
Date 2023 Mar 9
PMID 36892214
Authors
Affiliations
Soon will be listed here.
Abstract

Here we report catalytic asymmetric hydrophosphination of α,β-unsaturated carbonyl derivatives using a chiral Mn(I) complex as a catalyst. Through H-P bond activation, various phosphine-containing chiral products can be accessed via hydrophosphination of various ketone-, ester-, and carboxamide-based Michael acceptors.

Citing Articles

Manganese(I)-Catalyzed Enantioselective Alkylation To Access P-Stereogenic Phosphines.

Wan B, Castineira Reis M, Ramspoth T, Harutyunyan S J Am Chem Soc. 2025; 147(4):3740-3746.

PMID: 39818761 PMC: 11783530. DOI: 10.1021/jacs.4c16130.


Advances in Chiral Pincer Complexes: Insights and Applications in Catalytic Asymmetric Reactions.

Musa S, Peretz Y, Dinnar G Int J Mol Sci. 2024; 25(19).

PMID: 39408673 PMC: 11482493. DOI: 10.3390/ijms251910344.


Unlocking the potential of metal ligand cooperation for enantioselective transformations.

Ramspoth T, Kootstra J, Harutyunyan S Chem Soc Rev. 2024; 53(7):3216-3223.

PMID: 38381077 PMC: 10985679. DOI: 10.1039/d3cs00998j.

References
1.
Valeur E, Bradley M . Amide bond formation: beyond the myth of coupling reagents. Chem Soc Rev. 2009; 38(2):606-31. DOI: 10.1039/b701677h. View

2.
Gunanathan C, Ben-David Y, Milstein D . Direct synthesis of amides from alcohols and amines with liberation of H2. Science. 2007; 317(5839):790-2. DOI: 10.1126/science.1145295. View

3.
Widegren M, Harkness G, Slawin A, Cordes D, Clarke M . A Highly Active Manganese Catalyst for Enantioselective Ketone and Ester Hydrogenation. Angew Chem Int Ed Engl. 2017; 56(21):5825-5828. DOI: 10.1002/anie.201702406. View

4.
Coles N, Mahon M, Webster R . 1,1-Diphosphines and divinylphosphines via base catalyzed hydrophosphination. Chem Commun (Camb). 2018; 54(74):10443-10446. DOI: 10.1039/c8cc05890c. View

5.
Ge L, Harutyunyan S . Manganese(i)-catalyzed access to 1,2-bisphosphine ligands. Chem Sci. 2022; 13(5):1307-1312. PMC: 8809422. DOI: 10.1039/d1sc06694c. View