BIOMAT Database Logo BIOMAT Database Logo

Construction of Chiral 1,3-Diamines through Rhodium-Catalyzed Asymmetric Arylation of Cyclic N-Sulfonyl Imines. 2019

Chun-Yan Wu, and Ming-Hua Xu
State Key Laboratory of Drug Research , Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zu-chongzhi Road , Shanghai 201203 , China.

A rhodium/sulfur-olefin complex catalyzed asymmetric 1,2-addition of arylboronic acids to six-membered 1,2,6-thiadiazinane 1,1-dioxide-type cyclic imines to access highly optically active sulfamides (95-99% ee) has been developed. By taking advantage of the simple functional group transformations, an interesting array of valuable chiral 1,3-diamines with different substitution patterns can be readily obtained in a highly enantioenriched manner.

UI MeSH Term Description Entries

Related Publications

Chun-Yan Wu, and Ming-Hua Xu
Asymmetric Arylation of Imines Catalyzed by Heterogeneous Chiral Rhodium Nanoparticles.
June 2016, Organic letters,
Chun-Yan Wu, and Ming-Hua Xu
Rhodium-catalyzed asymmetric arylation of azomethine imines.
September 2010, Organic letters,
Chun-Yan Wu, and Ming-Hua Xu
Highly enantioselective synthesis of α-tertiary chiral amino acid derivatives through rhodium-catalyzed asymmetric arylation of cyclic N-sulfonyl α-ketimino esters.
July 2018, Organic & biomolecular chemistry,
Chun-Yan Wu, and Ming-Hua Xu
Rhodium-catalyzed asymmetric arylation of N-(tert-butanesulfinyl)imines with sodium tetraarylborates.
January 2012, The Journal of organic chemistry,
Chun-Yan Wu, and Ming-Hua Xu
Chiral Rhodium Nanoparticle-Catalyzed Asymmetric Arylation Reactions.
December 2020, Accounts of chemical research,
Chun-Yan Wu, and Ming-Hua Xu
Asymmetric [3 + 2] Cycloaddition Employing N, N'-Cyclic Azomethine Imines Catalyzed by Chiral-at-Metal Rhodium Complex.
June 2018, Organic letters,
Chun-Yan Wu, and Ming-Hua Xu
Electronic and steric tuning of chiral diene ligands for rhodium-catalyzed asymmetric arylation of imines.
August 2009, Chemical communications (Cambridge, England),
Chun-Yan Wu, and Ming-Hua Xu
Nickel-Catalyzed Asymmetric Hydrogenation of N-Sulfonyl Imines.
May 2019, Angewandte Chemie (International ed. in English),
Chun-Yan Wu, and Ming-Hua Xu
Kinetic Resolution of P-Chiral Phosphindole Oxides through Rhodium-Catalyzed Asymmetric Arylation.
May 2024, Organic letters,
Chun-Yan Wu, and Ming-Hua Xu
Rhodium-catalyzed asymmetric arylation of cyclic N-sulfonyl aryl alkyl ketimines: efficient access to highly enantioenriched α-tertiary amines.
February 2015, Organic letters,
Copied contents to your clipboard!