» Articles » PMID: 16669668

Direct Asymmetric Hydroxyamination Reaction Catalyzed by an Axially Chiral Secondary Amine Catalyst

Overview
Journal J Am Chem Soc
Specialty Chemistry
Date 2006 May 4
PMID 16669668
Citations 6
Authors
Affiliations
Soon will be listed here.
Abstract

A direct asymmetric hydroxyamination reaction of aldehydes with nitrosobenzene was found to be catalyzed by the novel axially chiral secondary amine catalyst (S)-1d. The resulting optically enriched hydroxyamination products were readily converted to beta-amino alcohols or 1,2-diamines in one pot.

Citing Articles

Enantioselective organocatalytic strategies to access noncanonical α-amino acids.

Pecchini P, Fochi M, Bartoccini F, Piersanti G, Bernardi L Chem Sci. 2024; 15(16):5832-5868.

PMID: 38665517 PMC: 11041364. DOI: 10.1039/d4sc01081g.


Organocatalytic Enantioselective α-Bromination of Aldehydes with -Bromosuccinimide.

Hutchinson G, Alamillo-Ferrer C, Fernandez-Pascual M, Bures J J Org Chem. 2022; 87(12):7968-7974.

PMID: 35617931 PMC: 9207931. DOI: 10.1021/acs.joc.2c00600.


Organocatalytic asymmetric nitroso aldol reaction of αsubstituted malonamates.

Gupta E, Vaishanv N, Kumar S, Purshottam R, Kant R, Mohanan K Beilstein J Org Chem. 2022; 18:217-224.

PMID: 35280951 PMC: 8895028. DOI: 10.3762/bjoc.18.25.


Enhancing the selectivity of prolinamide organocatalysts using the mechanical bond in [2]rotaxanes.

Calles M, Puigcerver J, Alonso D, Alajarin M, Martinez-Cuezva A, Berna J Chem Sci. 2021; 11(14):3629-3635.

PMID: 34094051 PMC: 8152698. DOI: 10.1039/d0sc00444h.


Synthesis of a Conformationally Stable Atropisomeric Pair of Biphenyl Scaffold Containing Additional Stereogenic Centers.

Yeung C, Chan W, Lo W, Law G, Wong W Molecules. 2019; 24(3).

PMID: 30759758 PMC: 6385101. DOI: 10.3390/molecules24030643.