Literature DB >> 16805531

Copper(I)-Fesulphos Lewis Acid catalysts for enantioselective Mannich-type reaction of N-sulfonyl imines.

Alvaro Salvador Gonzalez1, Ramón Gómez Arrayas, Juan C Carretero.   

Abstract

[reaction: see text] Copper(I) complexes of Fesulphos ligands are efficient chiral Lewis acid catalysts in the Mannich-type addition of silyl enol ethers of ketones, esters, and thioesters to N-(2-thienyl)sulfonyl aldimines. The corresponding optically active beta-amino carbonyl derivatives were obtained in good yields (58-91%) and with moderate to good enantioselectivity (61-93% ee). Removal of the N-activating group was achieved under mild conditions by simple treatment of the products with Mg in methanol.

Entities:  

Year:  2006        PMID: 16805531     DOI: 10.1021/ol060866v

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Stereoselective vinylation of aryl N-(2-pyridylsulfonyl) aldimines with 1-alkenyl-1,1-heterobimetallic reagents.

Authors:  Nusrah Hussain; Mahmud M Hussain; Muhammed Ziauddin; Plengchat Triyawatanyu; Patrick J Walsh
Journal:  Org Lett       Date:  2011-11-15       Impact factor: 6.005

2.  Three-component Ag-catalyzed enantioselective vinylogous mannich and Aza-Diels-Alder reactions with alkyl-substituted aldehydes.

Authors:  Hiroki Mandai; Kyoko Mandai; Marc L Snapper; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2008-12-31       Impact factor: 15.419

Review 3.  Recent advances and prospects in the Zn-catalysed Mannich reaction.

Authors:  Salahudeen Shamna; C M A Afsina; Rose Mary Philip; Gopinathan Anilkumar
Journal:  RSC Adv       Date:  2021-03-01       Impact factor: 3.361

  3 in total

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