ChemInform Abstract: The Reaction of Chiral Sulfinimines with Sulfur Ylides: A Novel Route to the Asymmetric Aziridination.

ChemInform ◽  
2010 ◽  
Vol 26 (21) ◽  
pp. no-no
Author(s):  
J. L. GARCIA RUANO ◽  
I. FERNANDEZ ◽  
C. HAMDOUCHI
Keyword(s):  
Sulfur Ylides ◽  
Asymmetric Aziridination

scholarly journals Conversion of anilines to chiral benzylic amines via formal one-carbon insertion into aromatic C–N bonds

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Lei Li ◽  
Min Yang ◽  
Qiuqin He ◽  
Renhua Fan
Keyword(s):  
Substituted Anilines ◽  
Oxidative Dearomatization ◽  
Reconstruction Process ◽  
Sulfur Ylides ◽  
Aromatic Carbon ◽  
Benzylic Amines ◽  
Sulfur Ylide ◽  
Asymmetric Aziridination ◽  
Nitrogen Bonds ◽  
Nitrogen Bond

Abstract Insertion of atoms into aromatic carbon-nitrogen bonds is an appealing method for the synthesis of nitrogen-containing molecules and it has the advantage of the availability and abundance of anilines. However, the direct cleavage of aromatic carbon-nitrogen bonds is challenging due to the particularly inert and stable nature of these bonds. Here we report a formal, enantioselective one-carbon insertion into an aromatic carbon-nitrogen bond via an aromaticity dissembly-reconstruction process to directly convert anilines to chiral α-branched benzylic amines. The process involves oxidative dearomatization of para-substituted anilines, chiral sulfur ylide-mediated asymmetric aziridination, and subsequent rearrangement. Chiral sulfur ylides serve as one-carbon insertion units.

On the reaction of chiral sulfinimines with sulfur ylides: a novel route to the asymmetric aziridination

1995 ◽  
Vol 36 (2) ◽  
pp. 295-298 ◽  
Author(s):  
JoséL García Ruano ◽  
Inmaculada Fernández ◽  
Chafiq Hamdouchi
Keyword(s):  
Sulfur Ylides ◽  
Asymmetric Aziridination

Catalytic and Asymmetric Aziridination using Sulfur Ylides

1997 ◽  
Vol 120 (1) ◽  
pp. 361-362
Author(s):  
Varinder Aggarwal ◽  
Alison Thompson ◽  
Ray Jones ◽  
Mike Standen
Keyword(s):  
Sulfur Ylides ◽  
Asymmetric Aziridination

Catalytic and Asymmetric Aziridination using Sulfur Ylides.

1997 ◽  
Vol 120 (1) ◽  
pp. 361-362
Author(s):  
Varinder K. Aggarwal ◽  
Alison Thompson ◽  
Ray V.H. Jones ◽  
Mike C.H. Standen
Keyword(s):  
Sulfur Ylides ◽  
Asymmetric Aziridination

Asymmetric aziridination by reaction of chiral N-sulfinylimines with sulfur ylides: Stereoselectivity improvement by use of tert-butylsulfinyl group as chiral auxiliary

1996 ◽  
Vol 7 (12) ◽  
pp. 3407-3414 ◽  
Author(s):  
JoséL García Ruano ◽  
Inmaculada Fernández ◽  
Miriam del Prado Catalina ◽  
Ana Alcudia Cruz
Keyword(s):  
Chiral Auxiliary ◽  
Sulfur Ylides ◽  
Asymmetric Aziridination

scholarly journals Asymmetric aziridination of N-tert-butanesulfinyl imines with phenyldiazomethane via sulfur ylides

ARKIVOC ◽  
2010 ◽  
Vol 2010 (7) ◽  
pp. 65-80 ◽  
Author(s):  
Zheng Xue ◽  
Veronica M. Dee ◽  
Louisa J. Hope-Weeks ◽  
Bruce R. Whittlesey ◽  
Michael F. Mayer
Keyword(s):  
Sulfur Ylides ◽  
Asymmetric Aziridination

Diastereoselective [3 + 1] Cyclization Reaction of Oxindolyl Azaoxyallyl Cations with Sulfur Ylides: Assembly of 3,3′-Spiro[β-lactam]-oxindoles

2021 ◽  
Vol 23 (4) ◽  
pp. 1451-1456
Author(s):  
Hai-Jun Leng ◽  
Qing-Zhu Li ◽  
Peng Xiang ◽  
Ting Qi ◽  
Qing-Song Dai ◽  
...  
Keyword(s):  
Cyclization Reaction ◽  
Sulfur Ylides

Continuous-flow electro-oxidative coupling of sulfides with activated methylene compounds leading to sulfur ylides

2021 ◽  
Vol 23 (8) ◽  
pp. 2956-2961
Author(s):  
Chengkou Liu ◽  
Yang Lin ◽  
Chen Cai ◽  
Chengcheng Yuan ◽  
Zheng Fang ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Continuous Flow ◽  
Sulfur Ylides

Continuous-flow electrosynthesis of sulfur ylides under catalyst- and oxidant-free conditions at rt was developed.

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